Palladium‐Catalyzed Asymmetric Synthesis of Silicon‐Stereogenic 5,10‐Dihydrophenazasilines via Enantioselective 1,5‐Palladium Migration | Zendy

Sato Yosuke | Zendy; Takagi Chihiro | Zendy; Shintani Ryo | Zendy; Nozaki Kyoko | Zendy

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Palladium‐Catalyzed Asymmetric Synthesis of Silicon‐Stereogenic 5,10‐Dihydrophenazasilines via Enantioselective 1,5‐Palladium Migration

Author(s) -

Sato Yosuke,

Takagi Chihiro,

Shintani Ryo,

Nozaki Kyoko

Publication year - 2017

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201705500

Subject(s) - palladium , stereocenter , enantioselective synthesis , catalysis , trimethylsilyl , ligand (biochemistry) , silicon , chemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry

A palladium‐catalyzed asymmetric synthesis of silicon‐stereogenic 5,10‐dihydrophenazasilines was developed that proceeds via an unprecedented enantioselective 1,5‐palladium migration. High enantioselectivity was achieved by employing 4,4′‐bis(trimethylsilyl) ( R )‐Binap as the chiral ligand, and a series of mechanistic investigations were carried out to probe the catalytic cycle of this process.

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