Asymmetric Synthesis of Polyfunctionalized Pyrrolidines  via  a Thiourea Catalyzed Domino Mannich/Aza‐Michael Reaction | Zendy

Enders Dieter | Zendy; Göddertz Dominik P. | Zendy; Beceño Christian | Zendy; Raabe Gerhard | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Asymmetric Synthesis of Polyfunctionalized Pyrrolidines via a Thiourea Catalyzed Domino Mannich/Aza‐Michael Reaction

Author(s) -

Enders Dieter,

Göddertz Dominik P.,

Beceño Christian,

Raabe Gerhard

Publication year - 2010

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201000658

Subject(s) - chemistry , thiourea , bifunctional , domino , michael reaction , mannich reaction , catalysis , organic chemistry , cascade reaction , malonate , dimethyl malonate , combinatorial chemistry , enantioselective synthesis

The domino Mannich/aza‐Michael reaction of γ‐malonate‐substituted α,β‐unsaturated esters with N ‐protected arylaldimines has been achieved. Catalyzed by bifunctional thioureas, 2,5‐ cis ‐configured polysubstituted pyrrolidines are obtained in good to excellent yields (76–99%), enantioselectivities (75–94%) and excellent diastereoselectivities ( de >95%). The pure stereoisomers are available by crystallization and removal of the racemates.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research