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.
|Titolo:||Synthesis of castasterone and its 22S,23S-isomer: Two plant growth promoting ketones|
ANASTASIA, MARIO (Primo)
CIUFFREDA, PIERANGELA (Secondo)
|Settore Scientifico Disciplinare:||Settore BIO/10 - Biochimica|
|Data di pubblicazione:||1983|
|Appare nelle tipologie:||01 - Articolo su periodico|