Practical asymmetric approach to medium-sized carbocycles based on the combination of two Ru-catalyzed transformations and a lewis acid-induced cyclization

被引：33
作者：
López, F
Castedo, L
Mascareñas, JL
机构：
[1] Univ Santiago, Dept Quim Organ, Santiago De Compostela 15782, Spain
[2] Univ Santiago, CSIC, Unidad Asociada, Santiago De Compostela 15782, Spain
来源：
ORGANIC LETTERS | 2005年 / 7卷 / 02期
关键词：
D O I：
10.1021/ol0477125
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ruthenium-catalyzed coupling of allyl ethyl ether to optically active 1-trimethylsilyl-1-alkyn-3-ols, followed by in situ ketalization and Lewis-acid-induced cyclization, affords enantiomerically pure 1,5-oxygen-bridged eight- and nine-membered carbocycles. Opening of the oxygen bridge under basic or electron transfer conditions provides optically pure medium-sized carbocycles, products that are difficult to construct using other currently available methodologies.
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收藏
页码：287 / 290
页数：4
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