Journal of the Chemical Society. Chemical communications p. 1680 - 1681 (1990)
Update date:2022-08-04
Topics:
Boldrini, Gian Paolo
Mancini, Fabrizio
Tagliavini, Emilio
Trombini, Claudio
Umani-Ronchi, Achille
(Z)-Vinyloxy boranes are obtained via 1,4-hydroboration of acyclic disubstituted (E)-α,β-unsaturated ketones with dicyclohexylborane or diisopinocampheylborane in tetrahydrofuran, CH2Cl2 or CHCl3 at 20 deg C; treatment of the hydroboration mixture with an aldehyde allows pure syn aldols to be synthesized in good yields, and in excellent enantiomeric excesses, using the latter borane.
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