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Chiral Inductive Diastereoconvergent Allylation Reactions of Allyltrimethylsilane and Diastereomixtures of Diarylmethanols Catalyzed by FeCl3.

Authors :
Fujihara, Rina
Nakata, Kenya
Source :
European Journal of Organic Chemistry; 12/13/2018, Vol. 2018 Issue 46, p6566-6573, 8p
Publication Year :
2018

Abstract

We report the chiral‐auxiliary‐controlled diastereoconvergent allylation reactions of allyltrimethylsilane with diastereomeric mixtures of diarylmethanols in the presence of FeCl3 as a Lewis acid catalyst. This reaction was successfully applied to a variety of substrates; it proceeded irrespective of the substituent on the aromatic ring of the substrate. The present method was used as the key step in synthesizing (R)‐tolterodine. Diastereoconvergent Manner: FeCl3‐catalyzed chiral‐auxiliary‐controlled diastereoconvergent allylation reactions of allyltrimethylsilane with diastereomeric mixtures of diarylmethanols were achieved with high yields and selectivities. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
1434193X
Volume :
2018
Issue :
46
Database :
Complementary Index
Journal :
European Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
133524977
Full Text :
https://doi.org/10.1002/ejoc.201801236