Organic synthesis using haloboration reaction XVIII. A stereoselective synthesis of β—mono-and β, β-disubstituted α, β-unsaturated esters

N Yamashina, S Hyuga, S Hara, A Suzuki

Index: Yamashina, Naoko; Hyuga, Satoshi; Hara, Shoji; Suzuki, Akira Tetrahedron Letters, 1989 , vol. 30, # 47 p. 6555 - 6558

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Citation Number: 24

Abstract

The preparation of (Z)-(2-bromo-1-hexenyl)diisopropoxyborane was carried out as follows; To 30 ml of a dichloromethane solution of tribromoborane (7.5 g, 30 mmol) was added at −78 °C, a dichloromethane solution of 1-hexyne (2.46 g, 30 mmol) dropwise and the mixture was stirred at −78 °C for 1h. After the addition of diisopropyl ether (7.14 g, 70 mmol), the reaction mixture was stirred at room temperature over night. The volatile part was removed under ...