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Thioalkylation of Enolates, III. Stereoselective Synthesis of Steroids and Related Compounds, II α‐Thioalkylation of Zinc Dienolates to 4‐Substituted 1‐ tert ‐Butoxy‐7a‐methyl‐hexahydroinden‐5‐ones
Author(s) -
Groth Ulrich,
Köhler Thomas,
Taapken Thomas
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940705
Subject(s) - chemistry , zinc , alkylation , ketone , stereoselectivity , flue gas desulfurization , methyl ketone , organic chemistry , medicinal chemistry , stereochemistry , catalysis
Abstract α‐Alkylation of the α,β‐unsaturated ketone 1 at C‐4 has been achieved by thioalkylation of the corresponding zinc dienolate with α‐chlorosulfides of type 2 . The desulfurization of the β‐(phenylthio) ketones 4 leads directly to the 4‐substituted hexahydroinden‐5‐ones 5 .