Synlett 2018-03-28

Synthetic Transformations of Alkenyl MIDA Boronates toward the Efficient Construction of Organoborons

Wang, Honggen, Zeng, Yao-Fu, Lv, Wen-Xin, Tan, Dong-Hang

Index: 10.1055/s-0036-1591958

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Abstract

The attachment of N-methyliminodiacetyl boron (MIDA boron) to alkenes leads to a new type of activated alkenes. Synthetic manipulation of the alkene double bond while retaining the boron moiety offers an unprecedented opportunity for the construction of organoborons. These reactions feature unique reactivity, good regioselectivity, and they can be used to access organoborons that are historically difficult to prepare. Herein, we give a brief summary of advances in the use of alkenyl MIDA boronates as starting materials for organoboron synthesis. Mechanisms are discussed where relevant.

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