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Trialkyl Methanetricarboxylate as Dialkyl Malonate Surrogate in Copper-Catalyzed Enantioselective Propargylic Substitution.

Authors :
Huang G
Cheng C
Ge L
Guo B
Zhao L
Wu X
Source :
Organic letters [Org Lett] 2015 Oct 02; Vol. 17 (19), pp. 4894-7.
Publication Year :
2015

Abstract

The first copper-catalyzed enantioselective propargylation of trialkyl methantricarboxylate with propargylic alcohol derivatives was developed. The tricarboxylate unit in the obtained adducts could be easily transformed into a malonate moiety by treating with in situ generated NaOEt in excellent yield without racemization.

Details

Language :
English
ISSN :
1523-7052
Volume :
17
Issue :
19
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
26381827
Full Text :
https://doi.org/10.1021/acs.orglett.5b02463