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The acylation of lepidine
Author(s) -
Baum Burton M.,
Levine Robert
Publication year - 1966
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570030307
Subject(s) - chemistry , lithium diisopropylamide , acylation , ketone , isopropyl , organic chemistry , intermolecular force , methyl ketone , medicinal chemistry , molecule , deprotonation , catalysis , ion
A number of ketones have been prepared in good to high yields by acylating the methyl group of lepidine (III) with a variety of esters using sodium diisopropylamide (II) as the condensing agent. Two ketones, ethyl and isopropyl lepidyl ketone, have been shown to exist in two forms, the keto form and the intermolecular, hydrogen bonded, enolic form.