10步，克级全合成(−)-Bipinnatin J

IF 14.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Journal of the American Chemical Society Pub Date : 2025-05-06 DOI:10.1021/jacs.5c04761

Anthony J. Rodriguez, Maithili S. Pokle, Griffin L. Barnes, Phil S. Baran

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引用次数: 0

摘要

公开了一种简洁、可扩展的(−)-bipinnatin J的全合成方法。从廉价的原料开始，这种海洋二萜通过镍电催化脱羧交叉偶联的聚合合成而成，利用琥珀酸盐作为乙烯2-碳桥，独特的卤素舞- zweifel序列与三取代呋喃，镍介导的1,6共轭加成和不对称质子转移。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

10-Step, Gram-Scale Total Synthesis of (−)-Bipinnatin J

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10-Step, Gram-Scale Total Synthesis of (−)-Bipinnatin J

A concise, scalable total synthesis of (−)-bipinnatin J is disclosed. Commencing from inexpensive starting materials, this marine diterpenoid was fashioned through a convergent synthesis enabled by Ni-electrocatalytic decarboxylative cross–coupling taking advantage of succinate as an ethylene 2-carbon bridge, a unique halogen dance-Zweifel sequence to access a trisubstituted furan, a Ni-mediated 1,6-conjugate addition, and an asymmetric proton transfer.

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来源期刊

Journal of the American Chemical Society 化学-化学综合

CiteScore

24.40

自引率

6.00%

发文量

2398

审稿时长

1.6 months

期刊介绍： The flagship journal of the American Chemical Society, known as the Journal of the American Chemical Society (JACS), has been a prestigious publication since its establishment in 1879. It holds a preeminent position in the field of chemistry and related interdisciplinary sciences. JACS is committed to disseminating cutting-edge research papers, covering a wide range of topics, and encompasses approximately 19,000 pages of Articles, Communications, and Perspectives annually. With a weekly publication frequency, JACS plays a vital role in advancing the field of chemistry by providing essential research.