Stereoselective synthesis of 17,18-epoxy derivative of EPA and stereoisomers of isoleukotoxin diol by ring opening of TMS-substituted epoxide with dimsyl sodium-Reference-Cited by-同舟云学术

Stereoselective synthesis of 17,18-epoxy derivative of EPA and stereoisomers of isoleukotoxin diol by ring opening of TMS-substituted epoxide with dimsyl sodium

Published:2017 Issue:40 Volume:15 Page:8614-8626
ISSN:1477-0520
Container-title:Org. Biomol. Chem.
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Nanba Yutaro¹²³⁴,Shinohara Riku¹²³⁴,Morita Masao¹²³⁴,Kobayashi Yuichi¹²³⁴^ORCID

Affiliation:

1. Department of Biotechnology

2. Tokyo Institute of Technology

3. Yokohama 226-8501

4. Japan

Abstract

The title three compounds were synthesized using the reaction of TMS-substituted epoxides with dimsyl sodium to produce 1-alkene-3,4-diol derivatives.

Funder

Ministry of Education, Culture, Sports, Science and Technology

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C7OB02291C

Reference62 articles.

1. New developments in the Peterson olefination reaction

2. Optically active allylsilanes. 2. High stereoselectivity in asymmetric reaction with aldehydes producing homoallylic alcohols

3. Palladium-Catalyzed Cross-Coupling Reactions of Organosilanols and Their Salts: Practical Alternatives to Boron- and Tin-Based Methods

4. Efficient Synthesis of Optically Active 3-Butene-1,2-diols and 4-Heteroatom-Substituted 3-Butene-1,2-diols

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