Hydroboration. 75. Directive effects in the hydroboration of vinyl and propenyl heterocycles with representative hydroborating agents

HC Brown, JVN Vara Prasad…

Index: Brown, Herbert C.; Prasad, J. V. N. Vara; Zee, Sheng-Hsu Journal of Organic Chemistry, 1986 , vol. 51, # 4 p. 439 - 445

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Citation Number: 33

Abstract

The hydroboration of representative heterocyclic compounds bearing a vinyl or propenyl substituent with borane-methyl sulfide (BMS), 9-borabicyclo [3.3. 1] nonane (9-BBN), dicyclohexylborane (Chx, BH), and disiamylborane (Sia2BH) was investigated systematically to establish directive effects in the hydroboration. The directive effects observed for 2-vinylfuran and 2-vinylthiophene are similar to those realized in styrene. ...