Diels-Alder reaction of 2, 3-bis (pinacolatoboryl)-1, 3-butadiene: Facile preparation of 1, 2-bis (pinacolatoboryl) cyclohexenes and-1, 4-cyclohexadiene

…, T Kurahashi, S Kiyomoto, I Nagao, T Hiyama

Index: Shimizu, Masaki; Shimono, Katsuhiro; Kurahashi, Takuya; Kiyomoto, Shin-Ichi; Nagao, Ikuhiro; Hiyama, Tamejiro Bulletin of the Chemical Society of Japan, 2008 , vol. 81, # 4 p. 518 - 520

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Citation Number: 6

Abstract

Diels–Alder reaction of 2, 3-bis (pinacolato) boryl-1, 3-butadiene with electron-deficient alkenes and dimethyl acetylenedicarboxylate proceeded smoothly upon heating, giving rise to the corresponding 1, 2-diborylcyclohexenes in good to excellent yields. Conversion of two C–B bonds in the cycloadducts into C–C bonds is also demonstrated.