化学
钯
催化作用
部分
三键
三丁基锡
药物化学
有机化学
双键
作者
Thomas E. Nielsen,Sebastian Thordal Le Quement,David Tanner
出处
期刊:Synthesis
[Georg Thieme Verlag KG]
日期:2004-01-01
卷期号:2004 (09): 1381-1390
标识
DOI:10.1055/s-2004-822380
摘要
A series of terminal propargylic alcohols and their derivatives were subjected to Pd-catalyzed silastannation. In all reactions, complete regio- and stereoselectivities were observed with the tributyltin moiety exclusively adding to the internal carbon of the triple bond in a cis fashion, including the first example of a diyne bis-silastannation. Silastannation reaction products could sequentially be protiodesilylated or iododestannylated, thus providing synthetic routes to 1,1-gem-disubstituted alkenylstannanes and iodides, respectively.
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