A short synthesis of the C15-C21 segment of (+)-discodermolide, based on an asymmetric approach from achiral 2-methyl-1,3-propanediol to versatile enantiopure stereotriads

Shahid Abdus Kazi, Yong Nan Li, Momotoshi Okazaki, Yoshihiro Shuto, Fumitaka Goto, Syun-ichi Kiyooka

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19 Citations (Scopus)

Abstract

A new approach was developed to versatile enantiopure stereotriads using chiral oxazaborolidinone-promoted asym. aldol reaction of a racemic aldehyde with a bromo silyl nucleophile. A short synthesis of the C15-C21 segment I of (+)-discodermolide was achieved by elongation of one of the stereotriads with further diastereoselective aldol reaction with the same nucleophile. [on SciFinder(R)]
Original languageEnglish
Pages (from-to)6373 - 6376
Number of pages4
JournalTetrahedron Letters
Volume43
Issue number36
Publication statusPublished - 2002
Externally publishedYes

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