Chelation-controlled intermolecular alkene and alkyne hydroacylation:: The utility of β-thioacetal aldehydes

被引:68
|
作者
Willis, MC [1 ]
Randell-Sly, HE
Woodward, RL
Currie, GS
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[2] AstraZeneca, Macclesfield SK10 4GT, Cheshire, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1021/ol050638l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
beta-Thioacetal-substituted aldehydes, which are conveniently prepared from the corresponding ynals, can be combined with a range of alkynes or electron-poor alkenes to deliver intermolecular hydroacylation adducts. The reactions employ [Rh(dppe)]ClO4 as a catalyst and are proposed to proceed via a chelated rhodium acyl intermediate. The thioacetal-containing products can be deprotected to the corresponding ketones or reduced to alkanes in good yields.
引用
收藏
页码:2249 / 2251
页数:3
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