Premium
Alkylierung cyclischer α,β‐ungesättigter Ketone an der Doppelbindung
Author(s) -
Weber Walter,
Kraus Wolfgang,
Spitzner Dietrich
Publication year - 1980
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19801130137
Subject(s) - chemistry , alkylation , ketone , bromide , double bond , medicinal chemistry , solvent , organic chemistry , catalysis
Alkylation of Cyclic α,β‐Unsaturated Ketones at the Double Bond The alkylation of (+)‐(1 S ,7a S )‐1‐ tert ‐butoxy‐1,2,3,6,7,7a‐hexahydro‐7a‐methyl‐5 H ‐inden‐5‐one ( 1 ) at C‐4 with homogeranyl bromide ( 2 ) or 3‐methoxy‐ and 3,5‐dimethoxyphenethyl tosylate or bromide ( 4a, b, 5a, b ), resp., affords excellent yields of 3 and 6, 7 , resp., if 1,2‐dimethoxyethane is used as the solvent. Similarly 4,4a,5,6,7,8‐hexahydro‐4a‐methyl‐2(3 H )‐naphthalinone ( 8 ) can be alkylated easily at C‐4.