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Generation and Application of (Diborylmethyl)zinc(II) Species: Access to Enantioenriched gem-Diborylalkanes by an Asymmetric Allylic Substitution

Title
Generation and Application of (Diborylmethyl)zinc(II) Species: Access to Enantioenriched gem-Diborylalkanes by an Asymmetric Allylic Substitution
Authors
YEOSAN, LEEPARK, JIN YOUNGCHO, SEUNG HWAN
POSTECH Authors
CHO, SEUNG HWAN
Date Issued
Sep-2018
Publisher
WILEY-V C H VERLAG GMBH
Abstract
We report the successful generation of (diborylmethyl)zinc(II) species by transmetallation beteween isolable (diborylmethyl)lithium and zinc(II) halide (X=Br, Cl) and their application in the synthesis of enantioenriched gem‐diborylalkanes bearing a stereogenic center at the β‐position of the diboryl groups by an asymmetric allylic substitution reaction. The reaction has a broad substrate scope, and various enantioenriched gem‐diborylalkanes can be obtained in good yields with excellent enantioselectivity. Further elaboration of the enantioenriched gem‐diborylalkanes provides access to a diverse set of valuable chiral building blocks.
URI
http://oasis.postech.ac.kr/handle/2014.oak/93982
DOI
10.1002/anie.201805476
ISSN
1433-7851
Article Type
Article
Citation
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 57, no. 39, page. 12930 - 12934, 2018-09
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 CHO, SEUNG HWAN
Dept of Chemistry
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