Asymmetric synthesis of γ-chloro-α,β-diamino- and β,γ-aziridino-α-aminoacylpyrrolidines and -piperidines via stereoselective Mannich-type additions of N-(diphenylmethylene)glycinamides across α-chloro-N-sulfinylimines

Asymmetric synthesis of γ-chloro-α,β-diamino- and β,γ-aziridino-α-aminoacylpyrrolidines and -piperidines via stereoselective Mannich-type additions of N-(diphenylmethylene)glycinamides across α-chloro-N-sulfinylimines

The asymmetric synthesis of new chiral γ-chloro-α,β-diaminocarboxylamide derivatives by highly diastereoselective Mannich-type reactions of N-(diphenylmethylene)glycinamides across chiral α-chloro-N-p-toluenesulfinylaldimines was developed. The resulting (SS,2S,3S)-γ-chloro-α,β-diaminocarboxylamides...

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Bibliographic Details
Main Authors: Gert Callebaut, Sven Mangelinckx, Pieter Van der Veken, Karl W. Törnroos, Koen Augustyns, Norbert De Kimpe
Format: Article
Language:English
Published: Beilstein-Institut 2012-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
asymmetric synthesis
diaminoacid derivatives
Mannich-type addition
N-sulfinylimines
stereoselectivity
Online Access:https://doi.org/10.3762/bjoc.8.239

Internet

https://doi.org/10.3762/bjoc.8.239

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