Asymmetric synthesis of 3,3,5,5-tetrasubstituted 1,2-dioxolanes: total synthesis of epiplakinic acid F-Reference-Cited by-同舟云学术

Asymmetric synthesis of 3,3,5,5-tetrasubstituted 1,2-dioxolanes: total synthesis of epiplakinic acid F

Published:2014 Issue:22 Volume:12 Page:3686-3700
ISSN:1477-0520
Container-title:Org. Biomol. Chem.
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Tian Xiang-Yin¹²³,Han Jian-Wei¹²³,Zhao Qiong¹²³,Wong Henry N. C.¹²³⁴⁵

Affiliation:

1. Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis

2. The Chinese Academy of Sciences

3. Shanghai 200032, China

4. Shenzhen Municipal Key Laboratory of Chemical Synthesis of Medicinal Organic Molecules & Shenzhen Center of Novel Functional Molecules

5. Shenzhen Research Institute

Abstract

The first enantioselective total synthesis of epiplakinic acid F (1) was achieved through a pivotal step involving a radical-mediated asymmetric peroxidation of vinylcyclopropanes with molecular oxygen to construct highly substituted 1,2-dioxolanes.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2014/OB/C4OB00448E

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