Complete asymmetric induction in synthesis of enantiomerically pure steroid intermediates of natural configuration

Gary H. Posner, Martin Hulce, John P. Mallamo, Steven A. Drexler, Jon Clardy

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Enantiomerically pure steroid intermediates (S)-1 and (S)-(+)-2 of natural absolute configuration have been prepared with complete asymmetric induction during zinc dibromide mediated vinylmagnesium bromide conjugate addition to enantiomerically pure, crystalline, stable cyclopentenone sulfoxide (S)-(+)-5, which has been prepared on a 10-g scale.

Original languageEnglish
Pages (from-to)5244-5246
Number of pages3
JournalJournal of Organic Chemistry
Volume46
Issue number25
StatePublished - 1981
Externally publishedYes

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sulfoxide
Bromides
Zinc
Steroids
Crystalline materials
cyclopentenone

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Complete asymmetric induction in synthesis of enantiomerically pure steroid intermediates of natural configuration. / Posner, Gary H.; Hulce, Martin; Mallamo, John P.; Drexler, Steven A.; Clardy, Jon.

In: Journal of Organic Chemistry, Vol. 46, No. 25, 1981, p. 5244-5246.

Research output: Contribution to journalArticle

Posner, Gary H. ; Hulce, Martin ; Mallamo, John P. ; Drexler, Steven A. ; Clardy, Jon. / Complete asymmetric induction in synthesis of enantiomerically pure steroid intermediates of natural configuration. In: Journal of Organic Chemistry. 1981 ; Vol. 46, No. 25. pp. 5244-5246.
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