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BiCl3-catalyzed Mukaiyama-aldol and carbonyl-ene reactions

1996; Elsevier BV; Volume: 521; Issue: 1-2 Linguagem: Inglês

10.1016/0022-328x(96)06229-8

1872-8561

Laurence Peidro, Christophe Le Roux, A. Laporterie, Jacques Dubac,

Asymmetric Synthesis and Catalysis

The H-ene pathway has not been detected for the bismuth(III) chloride-catalyzed Mukaiyama-aldol reaction involving silyl enol ethers and aldehydes. The silatropic ene-like process is the only mechanism observed, even with the weakly reactive 1-(trimethylsilyloxy) cyclohexene. However, trimerization of an aliphatic aldehyde can occur.