APPLICATION OF INTRAMOLECULAR HECK REACTIONS FOR FORMING CONGESTED QUATERNARY CARBON CENTERS IN COMPLEX MOLECULE TOTAL SYNTHESIS

被引:149
作者
OVERMAN, LE
机构
[1] Department of Chemistry, University of California, Irvine
基金
美国国家卫生研究院;
关键词
D O I
10.1351/pac199466071423
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium-catalyzed cyclizations of aryl halides, vinyl halides and vinyl triflates with tethered alkenes have proven to be powerful reactions for forging congested quaternary carbon centers in complex organic molecules. In some cases, the use of enantiopure ligands allows the new quaternary center to be formed with excellent enantioselectivity. The scope, stereochemical nuances and power of this organometallic chemistry is illustrated by briefly considering our recent total syntheses of (+/-)-pretazettine, (+/-)-tazettine, (-)- and (+)-morphine, (-)- and (+)-physostigmine, (+/-)-scopadulcic acid A and (+/-)-scopadulcic acid B.
引用
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页码:1423 / 1430
页数:8
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