Abstract
Two routes were evaluated for the preparation of multiply functionalized cyclohexane derivatives in a stereocontrolled fashion from readily available Hajos–Parrish ketone 1. Reduction (catalytic or dissolving metal) led to the cis-isomer 8, in stark contrast to previous literature. Finally, modification of earlier steroid chemistry allowed the synthesis of the trans-isomer 14. The latter is a useful intermediate for the synthesis of 7-deoxytaxol derivatives.
Original language | English |
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Pages (from-to) | 1439-1443 |
Journal | Journal of the Chemical Society, Perkin Transactions 1 |
Issue number | 1 |
DOIs | |
Publication status | Published - 2000 |
MoE publication type | A1 Journal article-refereed |
Keywords
- synthesis
- taxol