Synthetic studies towards naturally occurring sesquiterpene capillosanane V: construction of a fully functionalized cycloheptane core through an intramolecular Reformatsky reaction†

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC
Rasmita Barik, Jayanta Das and Samik Nanda
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引用次数: 0

Abstract

We herein disclose the synthesis of a bicyclo [5,1,0]-octane ring system consisting of a cycloheptane core fused with a cyclopropane unit of naturally occurring sesquiterpene capillosanane V. Initially, an unsuccessful RCM reaction of a properly functionalized bis-olefinic precursor was attempted. Finally, an intramolecular Reformatsky reaction was employed to construct the cycloheptane core present in the target structure. The α-bromo-ester precursor for the Reformatsky reaction was assembled through an aldehyde homologation with ketene dithioacetal.

Abstract Image

天然倍半萜capillosanane V的合成研究:通过分子内Reformatsky反应构建全功能化环庚烷核。
我们在此公开了由环庚烷核心与天然存在的倍半萜capillosanane v的环丙烷单元融合组成的双环[5,1,0]-辛烷环体系的合成。最初,尝试了一个不成功的RCM反应,以适当功能化的双烯烃前体。最后,采用分子内Reformatsky反应,构建了环庚烷核。Reformatsky反应的α-溴酯前体通过与烯酮二硫缩醛的醛同源性组装而成。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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