The Stereoselective Construction of All-Carbon Quaternary Stereocenters by Allylations and Its Application to Synthetic Studies of Natural Products

被引：0

作者：

Sakama, Akihiro ^{[1
]}

Ogura, Akihiro ^{[1
]}

Yoshida, Keisuke ^{[2
]}

Takao, Ken-ichi ^{[1
]}

机构：

[1] Keio Univ, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

[2] Meijo Univ, Fac Pharm, Tempaku Ku, 150 Yagotoyama, Nagoya, Aichi 4688503, Japan

来源：

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 2020年 / 78卷 / 11期

关键词：

CATALYTIC ENANTIOSELECTIVE CONSTRUCTION; WADSWORTH-EMMONS REACTION; ACETONIDE; 1,3-DIOXOLANE-4-CARBOXALDEHYDE; 2,2-DIMETHYL; DERIVATIVES; CREATION; CENTERS; ESTERS;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of organic compounds containing all-carbon quaternary stereocenters through the addition of allylmetals to aldehydes is still a challenge. In this account we describe two methods to achieve this transformation stereoselectively: one involves the zinc-mediated Barbier-type allylation and the other allylboration of a sugar-derived aldehyde. These methods were applied to the total synthesis of (+)-vibsanin A, and the synthesis of the tricyclic core of (-)-callophycoic acid A.

引用

页码：1039 / 1047

页数：9

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