Stereoselective Total Synthesis of Arundinolides A and B-Reference-Cited by-同舟云学术

Stereoselective Total Synthesis of Arundinolides A and B

Published:2020-02-05 Issue:10 Volume:52 Page:1576-1584
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Liu Jun¹²^ORCID,Dong Zhi-Bing¹³^ORCID,Chang Caizhu¹³,Geng Jialin¹²,Liu Yinxin¹²,Du Yuguo¹²

Affiliation:

1. State Key Laboratory of Environmental Chemistry and Eco-toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Science

2. School of Chemical Sciences, University of Chinese Academy of Sciences

3. School of Chemistry and Environmental Engineering, Wuhan Institute of Technology

Abstract

The efficient and enantioselective syntheses of arundinolides A and B have been accomplished for the first time from chiral pool methyl-2,3-O-isopropylidene-β-d-ribofuranoside and d-ethyl lactate. The key features of the total synthesis are intramolecular crotonyl migration and NaBH4-CuCl catalyzed regioselective reduction and cross-metathesis reaction.

Funder

National Natural Science Foundation of China

Department of Science and Technology, Hubei Provincial People’s Government

Wuhan University of Science and Technology

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1691699.pdf

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