Domino "[3+3]-cyclization-homo-Michael" reactions of 1,3-bissilyl enol ethers with 1,1-diacylcyclopropanes.

作者信息

Bose Gopal, Nguyen Van Thi Hong, Ullah Ehsan, Lahiri Sunanda, Görls Helmar, Langer Peter

机构信息

Institut für Chemie und Biochemie, Ernst-Moritz-Arndt Universität Greifswald, Soldmannstrasse 16, D-17487 Greifswald, Germany.

出版信息

J Org Chem. 2004 Dec 24;69(26):9128-34. doi: 10.1021/jo0485278.

The Lewis acid mediated domino "[3+3]-cyclization-homo-Michael" reaction of 1,3-bissilyl enol ethers with 1,1-diacylcyclopropanes allows an efficient one-pot synthesis of functionalized salicylates containing a halogenated side chain. A great variety of substitution patterns could be realized by variation of the starting materials and of the Lewis acid. The mechanism of the domino process was studied.