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Chemoselective Deprotection of Cyclic N,O-aminals Using Catalytic bismuth(III) Bromide in Acetonitrile

Xin Cong, Fang Hu, Ke-Gang Liu, Qing-Jiang Liao, Zhu-Jun Yao

J Org Chem. 2005 May 27;70(11):4514-6.

PMID: 15903335

Abstract:

Cyclic N,O-aminals can be chemoselectively and efficiently deprotected using a catalytic amount of bismuth(III) bromide in acetonitrile at room temperature. This selectivity was also achieved in the presence of terminal O,O-acetal functionality. The susceptibility of various other groups to cleavage was also investigated. This method has advantages of ease of operation and use of nontoxic and inexpensive reagents in catalytic amounts.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP7787588 Bismuth(III) bromide Bismuth(III) bromide 7787-58-8 Price
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