Valence Tautomerism in Titanium Enolates: Catalytic Radical Haloalkylation and Application in the Total Synthesis of Neodysidenin

被引:102
作者
Beaumont, Stephane [1 ]
Ilardi, Elizabeth A. [1 ]
Monroe, Lucas R. [1 ]
Zakarian, Armen [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA
基金
美国国家科学基金会;
关键词
KETENE SILYL ACETALS; BARBAMIDE BIOSYNTHESIS; DYSIDEA-HERBACEA; HALOPEROXIDASES; DERIVATIVES; ADDITIONS; PEPTIDES; ETHERS;
D O I
10.1021/ja910154f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A direct ruthenium-catalyzed radical chloroalkylation of N-acyl oxazolidinones capitalizing on valence tautomerism of titanium enolates has been developed. The chloroalkylation method served as the centerpiece in the enantioselective total synthesis of trichloroleucine-derived marine natural product neodysidenin.
引用
收藏
页码:1482 / +
页数:4
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