The Journal of Organic Chemistry

Hydroboration. 67. Cyclic hydroboration of acyclic. alpha.,. omega.-dienes with 9-borabicyclo [3.3. 1] nonane/borane-dimethyl sulfide

HC Brown, GG Pai, RG Naik

Index: Brown, Herbert C.; Pai, Ganesh G.; Naik, Ramachandra G. Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1072 - 1078

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Citation Number: 11

Abstract

Hydroboration of acyclic apdienes, 1, 3-butadiene, 1, 4-pentadiene, 1, 5-hexadiene, 1, 6- heptadiene, 1, 7-octadiene, 1, 8-nonadiene, l, g-decadiene, 1, ll-dodecadiene, and 1, 13- tetradecadiene, with 2 molar equiv of O-borabicyclo-[3.3. l] nonane (9-BBN), followed by redistribution of the resulting dumbbell-shaped trialkylboranes with 1 molar equiv of boranemethyl sulfide complex (BMS), has been investigated. With 1, 3-butadiene, the ...