α-Alkenoyl ketene S, S-acetal-based multicomponent reaction: an efficient approach for the selective construction of polyfunctionalized cyclohexanones

Y Ma, M Wang, D Li, B Bekturhun, J Liu…

Index: Ma, Yuhui; Wang, Mang; Li, Dan; Bekturhun, Bahargul; Liu, Jun; Liu, Qun Journal of Organic Chemistry, 2009 , vol. 74, # 8 p. 3116 - 3121

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Citation Number: 27

Abstract

A versatile multicomponent reaction based on the new four-carbon synthons α-alkenoyl ketene S, S-acetals 1 has been developed. This three-component reaction of readily available α-alkenoyl ketene S, S-acetals 1 with aldehydes 2 and active methylene compounds 3 proceeds smoothly in acidic medium (glacial acetic acid in tetrahydrofuran) to give various polyfunctionalized cyclohexanones 4, 5, and 6 in a highly regio-and ...