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(R)-强壮二醇C和D的全合成

Total Syntheses of (R)-Strongylodiols C and D.

作者信息

Liu Feipeng, Zhong Jiangchun, Li Shuoning, Li Minyan, Wu Lin, Wang Qian, Mao Jianyou, Liu Shikuo, Zheng Bing, Wang Min, Bian Qinghua

机构信息

Department of Applied Chemistry, China Agricultural University , 2 West Yuanmingyuan Road, Beijing 100193, People's Republic of China.

出版信息

J Nat Prod. 2016 Jan 22;79(1):244-7. doi: 10.1021/acs.jnatprod.5b00713. Epub 2016 Jan 6.

DOI:10.1021/acs.jnatprod.5b00713
PMID:26735019
Abstract

The first total syntheses of two marine natural products, (R)-strongylodiols C and D, with 99% ee were achieved. The key steps of the strategy include the zipper reaction of an alkyne, the asymmetric alkynylation of an unsaturated aliphatic aldehyde catalyzed with Trost's ProPhenol ligand, and the Cadiot-Chodkiewicz cross-coupling reaction of a chiral propargylic alcohol with a bromoalkyne.

摘要

首次实现了两种海洋天然产物(R)-强枝藻二醇C和D的全合成,对映体过量值(ee)为99%。该合成策略的关键步骤包括炔烃的拉链反应、用特罗斯特的前酚配体催化的不饱和脂肪醛的不对称炔基化反应,以及手性炔丙醇与溴代炔烃的卡迪奥特-乔德凯维茨交叉偶联反应。

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