扇贝毒素II的合成研究：通过手性烯丙基硅烷的[3 + 2]环化反应合成C(11)-C(26)片段前体。
Studies on the synthesis of pectenotoxin II: synthesis of a C(11)-C(26) fragment precursor via [3 + 2]-annulation reactions of chiral allylsilanes.
作者信息
Micalizio G C, Roush W R
机构信息
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
出版信息
Org Lett. 2001 Jun 14;3(12):1949-52. doi: 10.1021/ol0160250.
PMID:11405752
Abstract
[see reaction]. A synthesis of tetracycle 2 corresponding to the C(11)-C(26) fragment of pectenotoxin II is described. The synthesis features two highly stereoselective [3 + 2]-annulation reactions of chiral allylsilanes, generated via allylboration of aldehydes with the chiral gamma-silylallylborane 4 or the gamma-silylallylboronate 19, for construction of the highly substituted C and E rings.
摘要
[见反应]。描述了对应于pectenotoxin II的C(11)-C(26)片段的四环2的合成。该合成的特点是通过醛与手性γ-甲硅烷基烯丙基硼烷4或γ-甲硅烷基烯丙基硼酸酯19进行烯丙基硼化反应生成的手性烯丙基硅烷发生两个高度立体选择性的[3 + 2]环化反应，用于构建高度取代的C环和E环。
Zotero 插件