RCM approach to the CDE-tricyclic structure of nakiterpiosin
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Published:2022-05-02
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Volume:
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ISSN:1347-6947
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Container-title:Bioscience, Biotechnology, and Biochemistry
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language:en
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Author:
Matsuyuki Yoe1,
Fukaya Keisuke1,
Urabe Daisuke1
Affiliation:
1. Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan
Abstract
Abstract
A synthetic approach to the CDE-tricyclic structure of nakiterpiosin, a marine-derived antimitotic C-nor-D-homosteroid, is reported. The trans-disubstituted indanone was synthesized from a commercially available carboxylic acid in 9 steps, and the ring closing metathesis of the indanone constructed the trans-fused 5/6-membered ring system. The present approach enables the concise synthesis of the functionalized CDE-tricyclic structure, which will serve as a synthetic intermediate toward nakiterpiosin.
Publisher
Informa UK Limited
Subject
Organic Chemistry,Molecular Biology,Applied Microbiology and Biotechnology,General Medicine,Biochemistry,Analytical Chemistry,Biotechnology