✦ LIBER ✦
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
✍ Scribed by Kazi A. Shahid; Yong-Nan Li; Momotoshi Okazaki; Yoshihiro Shuto; Fumitaka Goto; Syun-ichi Kiyooka
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 136 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A new approach was developed to versatile enantiopure stereotriads using chiral oxazaborolidinone-promoted asymmetric aldol reaction of a racemic aldehyde with a bromo silyl nucleophile. A short synthesis of the C 15 -C 21 segment of (+)-discodermolide was achieved by elongation of one of the stereotriads with further diastereoselective aldol reaction with the same nucleophile.