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BIBTEX RIS

Catalytic Asymmetric Michael Reactions of Acetaldehyde

2008; Wiley; Volume: 47; Issue: 25 Linguagem: Inglês

10.1002/anie.200800847

ISSN

1521-3773

Autores

Patricia García‐García, Arnaud Ladépêche, Rajkumar Halder, Benjamin List,

Tópico(s)

Chemical Synthesis and Reactions

Resumo

Acetaldehyde, now a big contender: A silyl prolinol derivative was found to catalyze the first Michael addition of acetaldehyde with both aromatic and aliphatic nitroolefins in excellent enantioselectivities (see scheme, TMS=trimethylsilyl). The utility of the reaction is illustrated in the synthesis of three current pharmaceuticals and in the synthesis of an enantiopure 3-monosubstituted pyrrolidine.

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