A New and Highly Effective Aldol Synthesis
- 1 November 1980
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 53 (11) , 3301-3307
- https://doi.org/10.1246/bcsj.53.3301
Abstract
A new approach has been demonstrated for the regiospecific aldol synthesis by the simultaneous addition of α-halo carbonyl derivatives and aldehydes or ketones to a suspension of diethylaluminum chloride and zinc in tetrahydrofuran at low temperature. This technique is also employable under mild conditions for the Reformatsky reaction to give β-hiydroxy esters in excellent yield. One of the unique synthetic applications of this process is illustrated by the intramolecular cyclization of α-bromo esters of ω-hydroxy aldehyde, which produces macrolides, an important class of compounds in the antibiotic field.This publication has 20 references indexed in Scilit:
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