Diels–Alder Reaction of 2,3-Bis(pinacolatoboryl)-1,3-butadiene: Facile Preparation of 1,2-Bis(pinacolatoboryl)cyclohexenes and -1,4-cyclohexadiene

Diels–Alder Reaction of 2,3-Bis(pinacolatoboryl)-1,3-butadiene: Facile Preparation of 1,2-Bis(pinacolatoboryl)cyclohexenes and -1,4-cyclohexadiene

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 in...

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Veröffentlicht in:Bulletin of the Chemical Society of Japan 2008-04, Vol.81 (4), p.518-520
Hauptverfasser: Shimizu, Masaki, Shimono, Katsuhiro, Kurahashi, Takuya, Kiyomoto, Shin-ichi, Nagao, Ikuhiro, Hiyama, Tamejiro
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.81.518