Tetrahedron Letters p. 9021 - 9024 (1996)
Update date:2022-08-11
Topics:
Dhokte, Ulhas P.
Brown, Herbert C.
A new promising in situ generated hydroborating agent, isopinocampheylbromoborane (IpcBHBr), achieves the asymmetric hydroboration of representative prochiral alkenes in pentane at lower temperatures, even at -78 °C, than has been possible with isopinocampheylborane (IpcBH2) and isopinocampheylchloroborane·EE (IpcBHCl·EE) reagents, usually in higher enantioselectivities than previously achieved. This is first time that the asymmetric hydroboration of prochiral alkenes with an α-pinene-derived borane reagent (IpcBHBr) has been achieved at such low temperature, -78 °C, in a relatively short time, 4-6 h. Copyright (C) 1996 Elsevier Science Ltd.
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