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A synthetic approach to resistomycin
Author(s) -
John F. Kingston,
Larry Weiler
Publication year - 1977
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v77-109
Subject(s) - chemistry , aldol condensation , acetophenone , condensation , naphthalene , combinatorial chemistry , organic chemistry , catalysis , computational chemistry , physics , thermodynamics
An outline of a synthetic route to the antibiotic resistomycin is presented. We report the successful construction of an intermediate containing all of the carbon atoms in resistomycin with requisite functionalities. The key steps involved an aldol type condensation of the dianion from 2,4,6-trimethoxybenzoylacetone and a suitable acetophenone. This was followed by a novel acid-catalyzed cyclization–condensation to form the naphthalene intermediate required in our scheme.

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