Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis-Reference-Cited by-同舟云学术

Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis

Published:2022-11 Issue:04 Volume:06 Page:312-318
ISSN:2509-9396
Container-title:SynOpen
language:en
Short-container-title:SynOpen

Author:

Biradar Dhanraj O.¹²,Subba Reddy Basi V.¹,Mane Yogesh D.³^ORCID

Affiliation:

1. Indian Institute of Chemical Technology

2. Maharashtra Mahavidyalaya

3. BSS Arts, Science & Commerce College

Abstract

AbstractA concise and diastereoselective total synthesis of tetraketide and euscapholide is described in ten steps in 10.6% overall yield from acetaldehyde and (S)-pent-4-ene-1,2-diol. Jacobsen hydrolytic kinetic resolution, Prins cyclization, ring-closing metathesis and oxa-Michael addition reactions are the key steps involved in the synthesis.

Funder

Council of Scientific and Industrial Research, India

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Materials Science (miscellaneous),Biomaterials,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0042-1751381.pdf

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