Synthesis of 2-Amino-1,2-oxaborolanes

Weike Zhou; Shaofang Liang; Weiming Lo

doi:10.1055/s-1990-26981

Synthesis 1990; 1990(8): 685-688
DOI: 10.1055/s-1990-26981

paper

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Synthesis of 2-Amino-1,2-oxaborolanes

Weike Zhou^* , Shaofang Liang, Weiming Lo

^*Shanghai Insitute of Organic Chemistry, Academia Sinica, 345 Lingling Lu, Shanghai, 200032, People's Republic of China

Abstract

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2-Allyl-1,2-oxaborolane (3) and dimethyl sulfide- 1,2-oxaborolane complex 9a were prepared from 2-allyloxy-1,2-oxaborolane (1) and allylmagnesium bromide in diethyl ether or with dimethyl sulfide-borane complex in dimethyl sulfide, respectively. Reaction of 3 and 9 with various amines afforded 2-amino-1,2-oxaborolanes 6a-d and 6e-1, respectively. Transamination of 6 as well as the synthesis of the related bis(1,2-oxaborolanyl) derivatives 12 and 14 were also conducted.

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