Chiral Inductive Diastereoconvergent Allylation Reactions of Allyltrimethylsilane and Diastereomixtures of Diarylmethanols Catalyzed by FeCl 3 | Zendy

Fujihara Rina | Zendy; Nakata Kenya | Zendy

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Chiral Inductive Diastereoconvergent Allylation Reactions of Allyltrimethylsilane and Diastereomixtures of Diarylmethanols Catalyzed by FeCl 3

Author(s) -

Fujihara Rina,

Nakata Kenya

Publication year - 2018

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201801236

Subject(s) - chemistry , diastereomer , catalysis , lewis acids and bases , substituent , substrate (aquarium) , organic chemistry , ring (chemistry) , asymmetric induction , chiral lewis acid , medicinal chemistry , enantioselective synthesis , oceanography , geology

We report the chiral‐auxiliary‐controlled diastereoconvergent allylation reactions of allyltrimethylsilane with diastereomeric mixtures of diarylmethanols in the presence of FeCl 3 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.

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