Mechanistic studies on the O-directed free-radical hydrostannation of disubstituted acetylenes with Ph3SnH and Et3B and on the iodination of allylically oxygenated α-triphenylstannylalkenes

被引：38

作者：

Dimopoulos, P ^{[1
]}

George, J ^{[1
]}

Tocher, DA ^{[1
]}

Manaviazar, S ^{[1
]}

Hale, KJ ^{[1
]}

机构：

[1] UCL, Dept Chem, Christopher Ingold Labs, London WC1H 0AJ, England

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 24期

关键词：

D O I：

10.1021/ol051937d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The free-radical hydrostannation of 1 with Ph3SnH and catalytic Et3B in PhMe has been mechanistically probed. At high Ph3SnH concentrations, the O-directed hydrostannation pathway dominates, and 2 is formed with good selectivity (ca. 11.1:1). Substantially lower stannane/substrate concentrations increase the amount of tandem 5-exo-trig cyclization product 3 that is observed.

引用

页码：5377 / 5380

页数：4

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