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

Loading...
Thumbnail Image

Access rights

openAccess

URL

Journal Title

Journal ISSN

Volume Title

A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä

Date

2000

Major/Subject

Mcode

Degree programme

Language

en

Pages

1439-1443

Series

Journal Chem. Soc., Perkin Trans., issue 1

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.

Description

Keywords

synthesis, taxol

Other note

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