One??Pot Transformation of Silyl Enol Ethers into 1, 3??Dienes: In situ Generation of Alkenyl Nonaflates and Subsequent Heck Reactions− Scope and Limitations

IM Lyapkalo, M Webel…

Index: Lyapkalo, Ilya M.; Webel, Matthias; Reissig, Hans-Ulrich European Journal of Organic Chemistry, 2002 , # 21 p. 3646 - 3658

Full Text: HTML

Citation Number: 10

Abstract

Abstract Palladium-catalysed reactions between methyl acrylate and the isolated alkenyl nonaflates 2a, 2d and 2e proceed without difficulties, furnishing the desired 1, 3-dienes 3, 14 and 15 in good yields. The use of other alkenyl nonaflates and olefins in this Heck reaction was also examined. The main purpose of this study was the development of an in situ generation of the required alkenyl nonaflates 2 from the corresponding silyl enol ethers 1 ...