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BIBTEX RIS

Highly Enantioselective Desymmetrization of Anhydrides by Carbon Nucleophiles: Reactions of Grignard Reagents in the Presence of (−)-Sparteine

2002; Wiley; Volume: 41; Issue: 6 Linguagem: Inglês

10.1002/1521-3773(20020315)41

ISSN

1521-3773

Autores

Ryo Shintani, Gregory C. Fu,

Tópico(s)

Advanced Synthetic Organic Chemistry

Resumo

Where other common chiral ligands failed, (−)-sparteine can be employed to form complexes with Grignard reagents. These chirally modified reagents desymmetrize a range of anhydrides with good enantioselectivity (up to 92 % ee; see scheme). Whereas (−)-sparteine is well known to form complexes with organolithium reagents and to induce excellent enantioselection in their reactions with electrophiles, (−)-sparteine-controlled asymmetric processes that involve Grignard reagents are rare.

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