Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes via chirality transfer from silicon to carbon-Reference-Cited by-同舟云学术

Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes via chirality transfer from silicon to carbon

Published:2019 Issue:45 Volume:9 Page:26209-26213
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Wu Ya¹²³⁴,Chen Hua⁵⁶⁷⁸⁹,Yang Wenyu⁵⁶⁷⁸⁹,Fan Yu⁵⁶⁷⁸⁹,Gao Lu⁵⁶⁷⁸⁹,Su Zhishan¹⁰¹¹¹²⁹¹³^ORCID,Hu Changwei¹⁰¹¹¹²⁹¹³^ORCID,Song Zhenlei⁵⁶⁷⁸⁹^ORCID

Affiliation:

1. Department of Biological and Chemical Engineering

2. Chongqing University of Education

3. Chongqing 400067

4. China

5. Sichuan Engineering Laboratory for Plant-Sourced Drug

6. Research Center for Drug Industrial Technology

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

8. West China School of Pharmacy

9. Sichuan University

10. Key Laboratory of Green Chemistry & Technology

11. Ministry of Education

12. College of Chemistry

13. Chengdu

Abstract

Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes has been developed involving Si-to-C chirality transfer, which is diastereoselective without loss of enantiomeric excess.

Funder

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2019/RA/C9RA05482K

Reference92 articles.

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2. New anionic rearrangements. XII. 1,2-Anionic rearrangement of alkoxysilanes

3. 1,4-Silyl migration reactions. Applicability to alkyl-, vinyl-, and cyclopropylsilanes

4. METAL DEPENDENT 1,3-ASYMMETRIC INDUCTION IN THE RETRO-[1,4]-BROOK REARRANGEMENT OF A SILYLATED TIGLYL ALKALIMETAL COMPOUND

5. "Constructive" Creation of a Bimetallic Centre via 1,4-Migration of a Trimethylsilyl Group from Oxygen to Carbon

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