ChemInform Abstract: Enantioselective Intramolecular Cyclopropanation of N-Allylic- and N- Homoallylic Diazoacetamides Catalyzed by Chiral Dirhodium(II) Catalysts

Autor:	Michail Y. Eismont, Michael P. Doyle, Michelle M. Y. Kwan, Marina N. Protopopova
Rok vydání:	2010
Předmět:	Allylic rearrangement Chemistry Cyclopropanation Intramolecular force Enantioselective synthesis General Medicine Enantiomer Medicinal chemistry Cycloaddition Catalysis
Zdroj:	ChemInform. 25
ISSN:	0931-7597
DOI:	10.1002/chin.199422040
Popis:	Diazodecomposition of N-(tert-butyl)-N-(3-buten-1-yl)diazoacetamides catalyzed by dirhodium(II) tetrakis[methyl 2-pyrrolidone-5(S)-carboxylate], Rh2(5S-MEPY)4, and tetrakis[methyl 2-oxazolidinone-4(S)-carboxylate], Rh2(4S-MEOX)4, forms products from intramolecular cyclopropanation in good yields with enantiomeric excesses ranging from 60–90%. Intramolecular cyclopropanation with N, N-diallyldiazoacetamide (72% ee) is competitive with intramolecular [3+2] dipolar cycloaddition.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9ef55b86f26ecc2b3670ea8ae2d8b0db https://doi.org/10.1002/chin.199422040 Zobrazit plný text záznamu Plný text