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1Stereospecific Enammonium-Iminium Rearrangements In The Synthesis Of Pyrrolo[2,1-A]Soquinoline And Benzo[A]Quinolizidine Systems

Df Mccomsey,Be Maryanoff,Ca Maryanoff,Kl Sorgi,Dw Graden,Ms Mutter,Gc Leo,Hr Almond

1992ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY（1992）

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2Stereospecific Enammonium-Iminium Rearrangements - A Mechanistic Investigation Of Stereocontrolled Proton Migration From Nitrogen To Carbon

Be Maryanoff,Df Mccomsey,Kl Sorgi,Ca Maryanoff,Gc Leo,Ms Mutter,Hr Almond

1991ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY（1991）

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3Highly Stereocontrolled Proton-Transfer in an Enammonium Iminium Rearrangement - Mechanism of the Stereoselective Deoxygenation of 6-Aryl-6-hydroxy-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolines with Borane-Thf in Trifluoroacetic-Acid

BE MARYANOFF,DF MCCOMSEY,MS MUTTER,KL SORGI,CA MARYANOFF

Either diastereomer of 2 or 10 is deoxygenated with BH3-THF/CF3CO2H to give mainly the trans product, 3b or 11b. The process involves a key enammonium-iminium rearrangement in which there is almost exclusive proton delivery from a single face.

1988TETRAHEDRON LETTERS（1988）引用：19

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4Highly Stereoselective Deoxygenation Of 6-Aryl-6-Hydroxy-1,2,3,5,6,10b-Hexahydropyrrolo[2,1-A]Isoquinolines With Borane-Tetrahydrofuran In Trifluoroacetic-Acid - Mechanistic Insight From Deuterium-Labeling And Nmr-Studies

Ca Maryanoff,Be Maryanoff,Df Mccomsey,Kl Sorgi,Ms Mutter

1988ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY（1988）

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5ChemInform Abstract: Determination of Enantiomeric Purity of Tertiary Amines by 1H NMR of Α‐methoxy‐α‐(trifluoromethyl)phenylacetic Acid Complexes.

F. J. JUN. VILLANI,M. J. COSTANZO,R. R. INNERS,M. S. MUTTER,D. E. MCCLURE

ChemInformVolume 18, Issue 13 Physical Organic Chemistry ChemInform Abstract: Determination of Enantiomeric Purity of Tertiary Amines by 1H NMR of α-Methoxy-α-(trifluoromethyl)phenylacetic Acid Complexes. F. J. JUN. VILLANI, F. J. JUN. VILLANI Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorM. J. COSTANZO, M. J. COSTANZO Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorR. R. INNERS, R. R. INNERS Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorM. S. MUTTER, M. S. MUTTER Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorD. E. MCCLURE, D. E. MCCLURE Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this author F. J. JUN. VILLANI, F. J. JUN. VILLANI Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorM. J. COSTANZO, M. J. COSTANZO Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorR. R. INNERS, R. R. INNERS Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorM. S. MUTTER, M. S. MUTTER Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this authorD. E. MCCLURE, D. E. MCCLURE Dep. Chem. Res., McNeil Pharm., Spring House, PA 19477-0776, USASearch for more papers by this author First published: March 31, 1987 https://doi.org/10.1002/chin.198713044AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume18, Issue13March 31, 1987 RelatedInformation

1987ChemInform（1987）引用：1

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6Determination of Enantiomeric Purity of Tertiary-Amines by H-1-Nmr of Alpha-Methoxy-Alpha-Trifluoromethylphenylacetic Acid Complexes

FJ VILLANI,MJ COSTANZO,RR INNERS,MS MUTTER,DE MCCLURE

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDetermination of enantiomeric purity of tertiary amines by proton NMR of .alpha.-methoxy-.alpha.-(trifluoromethyl)phenylacetic acid complexesFrank J. Villani Jr., Michael J. Costanzo, Ruth R. Inners, Martin S. Mutter, and David E. McClureCite this: J. Org. Chem. 1986, 51, 19, 3715–3718Publication Date (Print):September 1, 1986Publication History Published online1 May 2002Published inissue 1 September 1986https://doi.org/10.1021/jo00369a034RIGHTS & PERMISSIONSArticle Views218Altmetric-Citations44LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (570 KB) Get e-Alerts Get e-Alerts

1986ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY（1986）引用：62

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7Dramatic Concentration Dependence of Stereochemistry in the Wittig Reaction. Examination of the Lithium Salt Effect

AB REITZ,SO NORTEY,AD JORDAN,MS MUTTER,BE MARYANOFF

AbstractThe stereochemistry of the Wittig reaction between (I) and (II) has been reevaluated by measuring the intermediate oxaphosphetanes (III) and (IV) by low temperature 31P‐NMR spectroscopy.

1986JOURNAL OF ORGANIC CHEMISTRY（1986）引用：99

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8Stereochemistry and Mechanism of the Wittig Reaction. Diasteromeric Reaction Intermediates and Analysis of the Reaction Course

BE MARYANOFF,AB REITZ,MS MUTTER,RR INNERS,HR ALMOND,RR WHITTLE,RA OLOFSON

AbstractIndividual diastereoisomeric 1,2‐oxaphosphetanes such as (III) and (IV) have been directly observed in the Wittig olefination reaction by use of high‐field NMR spectroscopy at low temp., permitting detailed evaluation of these intermediates.

1986JOURNAL OF THE AMERICAN CHEMICAL SOCIETY（1986）引用：178

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9Dramatic Reversal of Diastereoselectivity in an N-acyliminium Ion Cyclization Leading to Hexahydropyrrolo[2,1-A]isoquinolines. A Case of Competing Steric Interactions

BE MARYANOFF,DF MCCOMSEY,HR ALMOND,MS MUTTER,GW BEMIS,RR WHITTLE,RA OLOFSON

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDramatic reversal of diastereoselectivity in an N-acyliminium ion cyclization leading to hexahydropyrrolo[2,1-a]isoquinolines. A case of competing steric interactionsBruce E. Maryanoff, David F. McComsey, Harold R. Almond Jr., Martin S. Mutter, Guy W. Bemis, Robert R. Whittle, and R. A. OlofsonCite this: J. Org. Chem. 1986, 51, 8, 1341–1346Publication Date (Print):April 1, 1986Publication History Published online1 May 2002Published inissue 1 April 1986https://pubs.acs.org/doi/10.1021/jo00358a034https://doi.org/10.1021/jo00358a034research-articleACS PublicationsRequest reuse permissionsArticle Views455Altmetric-Citations23LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-AlertscloseSupporting Info (1)»Supporting Information Supporting Information Get e-Alerts

1986JOURNAL OF ORGANIC CHEMISTRY（1986）引用：46

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10Reactions of 4,5-Dihydro-2-thiazolamine with Phenyl Isothiocyanate and Phenyl Isocyanate - A Reinvestigation

CR RASMUSSEN,FJ VILLANI,MS MUTTER,EA GRIFFIN

AbstractEs wird gezeigt, daß Phenyliso(thio)cyanat (II) mit dem Amino‐thiazolin (I) unter kinetisch kontrollierten Bedingungen zu den Addukten (III) reagiert, die sich dann beim Erhitzen zu den thermodynamisch stabileren Isomeren (IV) umlagern.

1986JOURNAL OF ORGANIC CHEMISTRY（1986）引用：16

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11ChemInform Abstract: Dramatic Reversal of Diastereoselectivity in an N‐Acyliminium Ion Cyclization Leading to Hexahydropyrrolo[2,1‐a]isoquinolines.

B. E. MARYANOFF,D. F. MCCOMSEY,H. R. JUN. ALMOND,M. S. MUTTER,G. W. BEMIS,R. R. WHITTLE,R. A. OLOFSON

Chemischer InformationsdienstVolume 17, Issue 42 Preparative Organic Chemistry ChemInform Abstract: Dramatic Reversal of Diastereoselectivity in an N-Acyliminium Ion Cyclization Leading to Hexahydropyrrolo[2,1-a]isoquinolines. B. E. MARYANOFF, B. E. MARYANOFFSearch for more papers by this authorD. F. MCCOMSEY, D. F. MCCOMSEYSearch for more papers by this authorH. R. JUN. ALMOND, H. R. JUN. ALMONDSearch for more papers by this authorM. S. MUTTER, M. S. MUTTERSearch for more papers by this authorG. W. BEMIS, G. W. BEMISSearch for more papers by this authorR. R. WHITTLE, R. R. WHITTLESearch for more papers by this authorR. A. OLOFSON, R. A. OLOFSONSearch for more papers by this author B. E. MARYANOFF, B. E. MARYANOFFSearch for more papers by this authorD. F. MCCOMSEY, D. F. MCCOMSEYSearch for more papers by this authorH. R. JUN. ALMOND, H. R. JUN. ALMONDSearch for more papers by this authorM. S. MUTTER, M. S. MUTTERSearch for more papers by this authorG. W. BEMIS, G. W. BEMISSearch for more papers by this authorR. R. WHITTLE, R. R. WHITTLESearch for more papers by this authorR. A. OLOFSON, R. A. OLOFSONSearch for more papers by this author First published: October 21, 1986 https://doi.org/10.1002/chin.198642086AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume17, Issue42October 21, 1986 RelatedInformation

1986Chemischer Informationsdienst

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12ChemInform Abstract: OBSERVATION OF CIS AND TRANS OXAPHOSPHETANES IN THE WITTIG REACTION BY HIGH‐FIELD PHOSPHORUS‐31 NMR SPECTROSCOPY

AB REITZ,MS MUTTER,BE MARYANOFF

AbstractMittels 3′ PI′ Hl‐NMR‐spektroskopischer Untersuchungen der Wittig‐Reaktionen zwischen den aus den Phosphoniumbromiden (I) gebildeten Yliden und Benzaldehyd oder Hexanal ist das Verhältnis der cis‐ und trans‐Isomeren (II) bzw. (III) der gebildeten Oxaphosphetane und ihrer Zersetzungsprodukte (IV) und (V) bestimmbar.

1984Chemischer Informationsdienst（1984）引用：84

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