학술논문
Total Synthesis of Cochlearol B via Intramolecular [2+2] Photocycloaddition.
Document Type
Article
Author
Source
Subject
*PHOTOCYCLOADDITION
*MARINE natural products
*NATURAL products
*STEREOCHEMISTRY
*RING formation (Chemistry)
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Language
ISSN
0044-8249
Abstract
Herein, we describe the first total synthesis of cochlearol B, a meroterpenoid natural product featuring a 4/5/6/6/6‐fused pentacyclic structure. Key steps, oxidative cyclization and subsequent intramolecular [2+2] photocycloaddition, which constructed the pentacyclic structure in highly stereoselective manner, allowed efficient access to cochlearol B with the longest linear sequence of 16 steps, and in 9 % overall yield. Single‐crystal X‐ray crystallographic analysis clearly confirmed the stereochemistry of cochlearol B. [ABSTRACT FROM AUTHOR]