α‐Amino‐α‐vinyl‐γ‐butyrolactone Derivatives from α‐{[(Trimethylsilyl)methyl]alkylidene}‐γ‐butyrolactones | Zendy

Capuzzi Marinella | Zendy; Gambacorta Augusto | Zendy; Gasperi Tecla | Zendy; Loreto M. Antonietta | Zendy; Tardella P. Antonio | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

α‐Amino‐α‐vinyl‐γ‐butyrolactone Derivatives from α‐{[(Trimethylsilyl)methyl]alkylidene}‐γ‐butyrolactones

Author(s) -

Capuzzi Marinella,

Gambacorta Augusto,

Gasperi Tecla,

Loreto M. Antonietta,

Tardella P. Antonio

Publication year - 2006

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200600540

Subject(s) - chemistry , trimethylsilyl , aziridine , stereoselectivity , tris , ring (chemistry) , medicinal chemistry , organic chemistry , stereochemistry , catalysis , biochemistry

N ‐Protected α‐amino‐α‐vinyl‐γ‐butyrolactones 1 are obtained by the aza‐Michael‐type addition of NsONHCO 2 Et to novel silylated α‐ylidene‐γ‐butyrolactones 2 , through ring opening of the intermediate aziridine and loss of the trimethylsilyl group. The stereoselective synthesis of compounds 2 , by cross‐coupling reactions between α‐[(triflyloxy)ylidene]‐γ‐butyrolactones 3 and tris[(trimethylsilyl)methyl]aluminum, is also described. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research