Chiral crotyl geminal bis(silane): a useful reagent for asymmetric Sakurai allylation by selective desilylation-enabled chirality transfer-Reference-Cited by-同舟云学术

Chiral crotyl geminal bis(silane): a useful reagent for asymmetric Sakurai allylation by selective desilylation-enabled chirality transfer

Published:2017 Issue:21 Volume:53 Page:3078-3081
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Chu Zhiwen¹²³⁴⁵,Wang Kai¹²³⁴⁵,Gao Lu¹²³⁴⁵,Song Zhenlei¹²³⁴⁵

Affiliation:

1. Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry

2. West China School of Pharmacy

3. Sichuan University

4. Chengdu

5. China

Abstract

Enantioselective synthesis of SiMe₃/SiPh₂Me-substituted crotyl geminal bis(silane) has been developed. This compound is a useful reagent for Ph₃C⁺B(C₆F₅)₄⁻-catalyzed asymmetric Sakurai allylation and one-pot Sakurai allylation/Prins cyclization processes. Chemoselective desilylation of SiPh₂Me leads to efficient chirality transfer.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2017/CC/C7CC00632B

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