Hajos-Parrish ketone: approaches toward C-ring prcursors of 7-deoxytaxol

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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Date

2000

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en

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Journal of the Chemical Society, Perkin Transactions 1, issue 1, pp. 1439-1443

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.

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synthesis, taxol

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Citation

Lajunen, M & Koskinen, A 2000, 'Hajos-Parrish ketone: approaches toward C-ring prcursors of 7-deoxytaxol', Journal of the Chemical Society, Perkin Transactions 1, no. 1, pp. 1439-1443. https://doi.org/10.1039/a909471g