The reductive cleavage of the benzenseleno-group in trans-β-hydroxyselenides, to yield a stereogenic methyne center, has been investigated. When the reaction is carried out with lithium in diethylamine, the equilibrated carbanionic intermediate traps the proton of the neighbouring hydroxy function, blocking the stereogenic center as a product with a predictable chirality. Using this strategy, several natural monoterpenes in enantiomerically pure form have been prepared.

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ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMetal-Catalyzed, Intramolecular Reactions of .alpha.-Diazo Ketones with IsoxazolesPaolo Ceccherelli, Massimo Curini, Maria Carla Marcotullio, Ornelio Rosati, and Ernest WenkertCite this: J. Org. Chem. 1994, 59, 10, 2882–2884Publication Date (Print):May 1, 1994Publication History Published online1 May 2002Published inissue 1 May 1994https://doi.org/10.1021/jo00089a037RIGHTS & PERMISSIONSArticle Views316Altmetric-Citations7LEARN 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 (326 KB) Get e-AlertsSupporting Info (1)»Supporting Information Supporting Information Get e-Alerts

A new regio- and stereo- specific synthesis of a useful intermediate (7) for aphidicolane and stemodane diterpenoids is reported. The formation of ring C from 6b is achieved by Rh(II) catalyzed intramolecular carbon-hydrogen insertion. Key Words: Aphidicolane and stemodane diterpenoidsα-diazo ketonedirhodium tetraacetate

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Feeding of (5R)-[5-2H]mevalonate to Oospora virescens and 2H n.m.r. analysis of a derivative of the resulting virescenol B establish that the allylic displacement of pyrophosphate which generates ring c takes place with overall anti stereochemistry.

4,4-Dimethyl-17-nor-5α,13α-androst-8-en-16-one (9) and 3β-acetoxy-4,4-dimethyl-17-nor-5α-androst-8-en-16-one (19) have been prepared by the acid-catalysed intramolecular cyclization of 16-diazopimar-8(14)-en-15-one (7) and 3β-acetoxy-16-diazoisopimar-7-en-15-one (16) prepared from pimara-8(14),15-diene (5) and isopimara-7,15-dien-3β-ol acetate (10), respectively.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTC(15) configuration of isopimarene-15,16-diolsErnest Wenkert, Muppala S. Raju, Paolo Ceccherelli, Massimo Curini, Marco Tingoli, and Roberto PellicciariCite this: J. Org. Chem. 1980, 45, 4, 741–744Publication Date (Print):February 1, 1980Publication History Published online1 May 2002Published inissue 1 February 1980https://pubs.acs.org/doi/10.1021/jo01292a047https://doi.org/10.1021/jo01292a047research-articleACS PublicationsRequest reuse permissionsArticle Views65Altmetric-Citations11LEARN 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-Alertsclose Get e-Alerts

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTCarbon-13 nuclear magnetic resonance spectroscopy of naturally occurring substances. 68. An unusual solvent dependence of the carbon-13 nuclear magnetic resonance spectral features of some glycosides as studied by relaxation-time measurementsNera Bellavita, Jean Marie Bernassau, Paolo Ceccherelli, Muppala S. Raju, and Ernest WenkertCite this: J. Am. Chem. Soc. 1980, 102, 1, 17–20Publication Date (Print):January 1, 1980Publication History Published online1 May 2002Published inissue 1 January 1980https://pubs.acs.org/doi/10.1021/ja00521a004https://doi.org/10.1021/ja00521a004research-articleACS PublicationsRequest reuse permissionsArticle Views73Altmetric-Citations13LEARN 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-Alertsclose Get e-Alerts