Hydroboration of tricarbonylironergosteryl benzoate. Synthesis of (22R)- and (22S)-3β-benzoyloxyergosta-5,7-dien-22-ol and (23R)-3β- benzoyloxyergosta-5,7-dien-23-ol

A. A. Leslie Gunatilaka, A. Fernandez Mateos

Research output: Contribution to journalArticle

2 Scopus citations

Abstract

Hydration of tricarbonylironergosteryl benzoate via hydroboration and subsequent decomplexing affords a mixture of (22R)- and (22S)-3β- benzoyloxyergosta-5,7-dien-22-ol and (23R)-3β-benzoyloxyergosta-5,7-dien- 23-ol. Oxidation gives 3β-benzoyloxyergosta-5,7-dien-22- and -23-one. On reduction these ketones yield (23S)-3β-benzoyloxyergosta-5,7-dien-23-ol in addition to the above three dienols. Stereochemical assignments are on the basis of molecular rotations.

Original languageEnglish (US)
Pages (from-to)935-938
Number of pages4
JournalJournal of the Chemical Society, Perkin Transactions 1
StatePublished - Dec 1 1979
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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