Artigo Revisado por pares

Tandem Zirconocene Homologation−Aldimine Allylation

2001; American Chemical Society; Volume: 3; Issue: 17 Linguagem: Inglês

10.1021/ol0163880

ISSN

1523-7060

Autores

Peter Wipf, Christopher Kendall,

Tópico(s)

Advanced Synthetic Organic Chemistry

Resumo

Hydrozirconation of internal and terminal alkynes followed by in situ transmetalation to dimethylzinc and treatment with diiodomethane leads to chain extended allylic organometallics. Addition to N-phosphinoyl or N-sulfonyl aldimines provides homoallylic amines in 48−87% yield and 3:2 to >20:1 diastereomeric ratios favoring anti-products.

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