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...

وصف كامل

التفاصيل البيبلوغرافية
المؤلفون الرئيسيون: Donohoe, T, Churchill, G, Wheelhouse, K, Glossop, P
التنسيق: Journal article
اللغة:English
منشور في: 2006
الوصف
الملخص:(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.