First sequential Mukaiyama–Michael reaction/crossed-Claisen condensation using two molar ketene silyl acetals and one molar α, β-unsaturated esters promoted by …

H Tamagaki, Y Nawate, R Nagase…

Index: Tamagaki, Hiroaki; Nawate, Yuuya; Nagase, Ryohei; Tanabe, Yoo Chemical Communications, 2010 , vol. 46, # 32 p. 5930 - 5932

Full Text: HTML

Citation Number: 8

Abstract

Table 1 lists the successful results of the LiOH (or NaOH)-promoted reaction of KSAs 1a and 1b (R 2 = Et) with various α,β-unsaturated esters.‡ The salient features are as follows. (i) Due to the high reactivity of the present system, good to excellent yield was obtained in all examples examined despite the simple and mild reaction conditions. (ii) Aliphatic, aromatic, and a 2-furyl α,β-unsaturated esters were applicable as the acceptor. (iii) Terminal double bond, ...