Simple, efficient, and modular syntheses of polyene natural products via iterative cross-coupling

…, KC Gray, JS Paek, MD Burke

Index: Suk, Joong Lee; Gray, Kaitlyn C.; Paek, James S.; Burke, Martin D. Journal of the American Chemical Society, 2008 , vol. 130, # 2 p. 466 - 468

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Citation Number: 191

Abstract

This communication describes the discovery of air-stable and highly versatile B-protected haloalkenylboronic acid building blocks for iterative cross-coupling. These reagents enable the total synthesis of polyene natural products with extraordinary levels of simplicity, efficiency, and modularity. Specifically, all-trans-retinal, β-parinaric acid, and one-half of the amphotericin B macrolide skeleton were prepared using only the Suzuki-Miyaura reaction ...

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