Deprotection of allyl groups with sulfinic acids and palladium catalyst

M Honda, H Morita, I Nagakura

Index: Honda, Masanori; Morita, Hiromasa; Nagakura, Isao Journal of Organic Chemistry, 1997 , vol. 62, # 25 p. 8932 - 8936

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Citation Number: 130

Abstract

Allyl or alloxycarbonyl groups have been frequently used as suitable protecting groups for acids, alcohols, and amines in the synthesis of carbohydrates, 1 peptides, 2 nucleotides, 3 and other natural products. 4 It is known that the cleavage of the allyl groups is accomplished by palladium-catalyzed reaction with a carboxylic acid as an allyl scavenger that attacks the allyl group, forming the π allylpalladium complex. 5 Although several ...