THIOALKYLATION OF ENOLATES .3. STEREOSELECTIVE SYNTHESIS OF STEROIDS AND RELATED-COMPOUNDS .2. ALPHA-THIOALKYLATION OF ZINC DIENOLATES TO 4-SUBSTITUTED 1-TERT-BUTOXY-7A-METHYL-HEXAHYDROINDEN-5-ONES

Authors
GROTH U KOHLER T TAAPKEN T
Citation
U. Groth et al., THIOALKYLATION OF ENOLATES .3. STEREOSELECTIVE SYNTHESIS OF STEROIDS AND RELATED-COMPOUNDS .2. ALPHA-THIOALKYLATION OF ZINC DIENOLATES TO 4-SUBSTITUTED 1-TERT-BUTOXY-7A-METHYL-HEXAHYDROINDEN-5-ONES, Liebigs Annalen der Chemie, (7), 1994, pp. 665-668
Citations number
24
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen der Chemie → ACNP
ISSN journal
01702041
Issue
7
Year of publication
1994
Pages
665 - 668
Database
ISI
SICI code
0170-2041(1994):7<665:TOE.SS>2.0.ZU;2-N
Abstract
Alpha-alkylation of the alpha,beta-unsaturated ketone 1 at C-4 has bee n achieved by thioalkylation of the corresponding zinc dienolate with alpha-chlorosulfides of type 2. The desulfurization of the beta-(pheny lthio) ketones 4 leads directly to the 4-substituted hexahydroinden-5- ones 5.