A collaborative study, ultimately leading to the first synthesis of bryostatin 7, is described. The first approach to this antineoplastic agent began with the synthesis of

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.

AbstractThe aldol reaction of the methyl ketone (I) with the aldehydes (III) or (V) is mediated via enolate formation with the borolanyl triflates (II).

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of bryostatin 7Masanori Kageyama, Tadashi Tamura, Michael H. Nantz, John C. Roberts, Peter Somfai, David C. Whritenour, and Satoru MasamuneCite this: J. Am. Chem. Soc. 1990, 112, 20, 7407–7408Publication Date (Print):September 1, 1990Publication History Published online1 May 2002Published inissue 1 September 1990https://pubs.acs.org/doi/10.1021/ja00176a058https://doi.org/10.1021/ja00176a058research-articleACS PublicationsRequest reuse permissionsArticle Views1739Altmetric-Citations217LEARN 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

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSynthesis of bryostatins. 1. Construction of the C(1)-C(16) fragmentMary A. Blanchette, Michael S. Malamas, Michael H. Nantz, John C. Roberts, Peter Somfai, David C. Whritenour, Satoru Masamune, Masanori Kageyama, and Tadashi TamuraCite this: J. Org. Chem. 1989, 54, 12, 2817–2825Publication Date (Print):June 1, 1989Publication History Published online1 May 2002Published inissue 1 June 1989https://pubs.acs.org/doi/10.1021/jo00273a009https://doi.org/10.1021/jo00273a009research-articleACS PublicationsRequest reuse permissionsArticle Views1356Altmetric-Citations100LEARN 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

A strategy of triple asymmetric synthesis is illustrated to be effective for stereochemical control in fragment assembly, a task often encountered in convergent natural product synthesis. The stereochemical outcome of aldol reactions involving three chiral components supports a rule of approximate multiplicativity of facial selectivities intrinsic to the chiral reactants involved in each reaction.

AbstractThe aldehyde (I) reacts with permanganate in the presence of dihydrogen phosphate to produce the carboxylic acid (II).

Aldehydic compounds with one or more protected hydroxyl groups are effectively oxidized with KMnO4 to the corresponding carboxylic acids using a mixture of t-BuOH and aqueous NaH2PO4 as a reaction medium.