Synthesis of castasterone and its 22S,23S-isomer : two plant growth promoting ketones
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 383-386
- https://doi.org/10.1039/p19830000383
Abstract
Castasterone (22R,23R,24S)-2α,3α,22,23-tetrahydroxy-5α-ergostan-6-one (1) and its (22S,23S)-isomer have been synthesized from (20S)-6β-acetoxy-3α,5-cyclo-5α-pregnane-20-carbaldehyde. The side chain with the correct stereochemistry was constructed via a Claisen rearrangement and the nuclear functionalities were introduced by osmilation of the intermediate obtained by opening of the cyclopropane ring with hydrochloric acid and dehydrohalogenation.This publication has 5 references indexed in Scilit:
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