Title of article
Stereoselective 1,5-rearrangement of vinylketene-N,O-acetals: novel vinylogous Ferrier reaction
Author/Authors
Inui، نويسنده , , Masaharu and Hosokawa، نويسنده , , Seijiro and Nakazaki، نويسنده , , Atsuo and Kobayashi، نويسنده , , Susumu، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
3245
To page
3248
Abstract
Vinylketene-N,O-acetals underwent Lewis acid-induced 1,3- or 1,5-rearrangement to afford the corresponding C-alkylated products. 1,5-Rearrangement proceeded predominantly in dichloromethane, and it is quite interesting to achieve an unprecedented high degree of asymmetric induction in such a remote position. Crossover experiments indicated that the reaction proceeded through an ion pair intermediate.
Keywords
O-acetal , Vinylogous Ferrier reaction , Lewis acid , 1 , 5-Rearrangement , Vinylketene-N
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1845566
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