Palladium (II)-catalyzed acetalization of terminal olefins bearing electron-withdrawing substituents with optically active diols

T Hosokawa, T Ohta, S Kanayama…

Index: Hosokawa, Takahiro; Ohta, Toshiyuki; Kanayama, Satoshi; Murahashi, Shun-Ichi Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1758 - 1764

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Citation Number: 97

Abstract

1 5 6 regioselectively acetalized. Neither acetalization of the carbonyl group in 1 nor racemization of the chiral carbon in 2 and 3 takes place during the reaction. Although the reactions are accompanied by the formation of Michaeltype adducts 3, 8, and 10 as the byproducts, their formation is suppressed by using Na2HP04 as an additive. This detail will be described later. When the reactivity among diols was compared, 1, 3-diols seemed to ...