Enhancing regiocontrol in carboaluminations of terminal alkynes.: Application to the one-pot synthesis of coenzyme Q10

被引：28

作者：

Lipshutz, Bruce H. ^{[1
]}

Butler, Tom ^{[1
]}

Lower, Asher ^{[1
]}

Servesko, Jeff ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Santa Barbara, CA 93106 USA

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 19期

关键词：

D O I：

10.1021/ol701469e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two new "generations" of methodological advances are reported for the Negishi carboalumination of terminal alkynes. Use of simple, inexpensive additives that alter the Al-Zr complex formed between Me3Al and CP2ZrCl2 give rise to an especially effective reagent mix that results in virtually complete control of regiochemistry upon carboalumination of 1-alkynes. One timely application to coenzyme 010 is highlighted. Regioisomers from subsequent coupling, which would otherwise be very difficult to separate, are avoided.

引用

页码：3737 / 3740

页数：4

共 13 条

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