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New syntheses of jasmone and 2,3‐dihydfojasmone
Author(s) -
Ying Wang,
BoonWai AuYeung
Publication year - 1986
Publication title -
acta chimica sinica english edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 0256-7660
DOI - 10.1002/cjoc.19860040212
Subject(s) - chemistry , alkylation , conjugate , nucleophile , nucleophilic addition , silylation , enone , tandem , dimethoxyethane , double bond , stereochemistry , organic chemistry , catalysis , mathematical analysis , materials science , mathematics , electrode , electrolyte , composite material
Starting from 3‐silylcyclopent‐2‐enone, a tandem conjugate addition—nucleophilic alkylation process was used to prepare the title compounds as well as allyl rethrone. 1,2‐Dimethoxyethane was found useful in the alkylation of the enolate intermediate whereas β‐silyl group facilitated the regeneration of C‐C double bond.