Scalable, Divergent Synthesis of Meroterpenoids via "Borono-sclareolide"

被引：120

作者：

Dixon, Darryl D. ^{[1
]}

Lockner, Jonathan W. ^{[1
]}

Zhou, Qianghui ^{[1
]}

Baran, Phil S. ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 20期

关键词：

MARINE NATURAL-PRODUCTS; ENANTIOSELECTIVE TOTAL-SYNTHESIS; PUUPEHENONE-RELATED METABOLITES; STEREOSELECTIVE TOTAL SYNTHESES; SESQUITERPENE HYDROQUINONES; FUNGITOXIC HYDROQUINONES; DICTYOPTERIS-UNDULATA; EFFICIENT SYNTHESIS; ARYLBORONIC ACIDS; ENT-CHROMAZONAROL;

D O I：

10.1021/ja303937y

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

A scalable, divergent synthesis of bioactive meroterpenoids has been developed. A key component of this work is the invention of "borono-sclareolide", a terpenyl radical precursor that enables gram-scale preparation of (+)-chromazonarol. Subsequent synthetic operations on this key intermediate permit rapid access to a variety of related meroterpenoids, many of which possess important biological activity.

引用

页码：8432 / 8435

页数：4

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