Stereoselective synthesis of pyrrolidines: catalytic oxidative cyclizations mediated by osmium.

(Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the starting material. In addition to providing nit...

Täydet tiedot

Bibliografiset tiedot
Päätekijät: Donohoe, T, Churchill, G, Wheelhouse, K, Glossop, P
Aineistotyyppi: Journal article
Kieli:English
Julkaistu: 2006
Kuvaus
Yhteenveto:(Chemical Equation Presented) A new pathway for oxidative cyclization : N-protected α-amino alcohols with distal alkene units cyclize with complete stereoselectivity and stereospecificity to cispyrrolidines, dependent on the substitution pattern of the starting material. In addition to providing nitrogen- and oxygen-containing heterocycles in good to excellent yields, the catalyst loadings can be reduced to just 0.2 mol% osmium. TMO = Me 3NO, TFA = trifluoroacetic acid, Ts = toluene-4-sulfonyl. © 2006 Wiley-VCH Verlag GmbH and Co. KGaA.