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Org Lett


Title:"Aluminum Chloride-Mediated Dieckmann Cyclization for the Synthesis of Cyclic 2-Alkyl-1,3-alkanediones: One-Step Synthesis of the Chiloglottones"
Author(s):Armaly AM; Bar S; Schindler CS;
Address:"Department of Chemistry, Willard Henry Dow Laboratory, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109, United States"
Journal Title:Org Lett
Year:2017
Volume:20170719
Issue:15
Page Number:3958 - 3961
DOI: 10.1021/acs.orglett.7b01622
ISSN/ISBN:1523-7052 (Electronic) 1523-7052 (Linking)
Abstract:"Cyclic 2-alkyl-1,3-alkanediones are ubiquitous structural motifs in many natural products of biological importance. Reported herein is an AlCl(3).MeNO(2)-mediated Dieckmann cyclization reaction of general synthetic utility that enables direct access to complex 2-alkyl-1,3-dione building blocks from readily available dicarboxylic acid and acid chloride substrates. This new strategy enables direct synthetic access to the chiloglottone plant pheromones from commercial material in a single synthetic transformation"
Keywords:
Notes:"PubMed-not-MEDLINEArmaly, Ahlam M Bar, Sukanta Schindler, Corinna S eng Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. 2017/07/21 Org Lett. 2017 Aug 4; 19(15):3958-3961. doi: 10.1021/acs.orglett.7b01622. Epub 2017 Jul 19"

 
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