Highly Stereoselective Synthesis of  Z ‐Homoallylic Alcohols by Kinetic Resolution of Racemic Secondary Allyl Boronates | Zendy

Incerti–Pradillos Celia A. | Zendy; Kabeshov Mikhail A. | Zendy; Malkov Andrei V. | Zendy

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Highly Stereoselective Synthesis of Z ‐Homoallylic Alcohols by Kinetic Resolution of Racemic Secondary Allyl Boronates

Author(s) -

Incerti–Pradillos Celia A.,

Kabeshov Mikhail A.,

Malkov Andrei V.

Publication year - 2013

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.201300709

Subject(s) - kinetic resolution , stereoselectivity , chemistry , resolution (logic) , computer science , organic chemistry , combinatorial chemistry , catalysis , enantioselective synthesis , programming language

α to Z : Racemic α‐chiral allyl boronates, which are readily synthesized from the respective primary allyl halides, undergo a highly efficient kinetic resolution in a face‐ and Z ‐selective allylation of aldehydes catalyzed by the chiral Brønsted acid ( R )‐TRIP (see scheme; Epin=tetraethylethylene glycol).

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