Highly asymmetric Pummerer-type reaction induced by ethoxy vinyl esters

…, S Fukui, C Fujimori, K Gotanda, K Murata, Y Kita

Index: Shibata, Norio; Matsugi, Masato; Kawano, Noriyuki; Fukui, Seiji; Fujimori, Chino; Gotanda, Kentoku; Murata, Kenji; Kita, Yasuyuki Tetrahedron Asymmetry, 1997 , vol. 8, # 2 p. 303 - 310

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Citation Number: 27

Abstract

Ethoxy vinyl esters (EVE: 2) were efficient reagents for promoting the asymmetric Pummerer reaction with high enantioselectivity and high yield in contrast to the generally used acid anhydrides. Increasing the electron-donating ability on the R function in EVE 2 tended to increase enantioselectivity. Consequently, effective asymmetric rearrangements were achieved using EVEs 2b, c bearing a methoxybenzoyloxy function.