334708-48-4Relevant academic research and scientific papers
Microgel supported hydantoins as new chiral auxiliaries for asymmetric Mannich reactions
Chen, Feng,Lu, Cui-Fen,Nie, Jun-Qi,Yang, Gui-Chun,Chen, Zu-Xing,Dong, Nian-Guo
, p. 180 - 185 (2015/03/04)
Four distinct microgel supported hydantoin chiral auxiliaries were prepared with four different cross-linkers and evaluated in asymmetric Mannich reactions, which proceeded in good chemical yields and with excellent stereoselectivities. Moreover, the micr
Investigation of the diastereoselective Mannich reaction using imidazolidin-2-thione as a chiral auxiliary
Zhu, Liang,Lu, Cuifen,Chen, Zuxing,Yang, Guichun,Li, Yan,Nie, Junqi
, p. 6 - 15 (2015/02/02)
Titanium mediated asymmetric Mannich reactions using imidazolidin-2-thione as a chiral auxiliary proceeded in good yields and with high diastereoselectivity to afford the anti-products in the presence of PPh3 additive. A non-chelated transition state with the PPh3-bound titanium enolate was proposed to explain the stereochemistry of the product. Alcoholysis of the adducts with methanol cleaved the imidazolidin-2-thione auxiliary to give the methyl esters in good yields and with excellent ee values.
Asymmetric and diastereoselective Mannich reactions using hydantoin as a chiral auxiliary
Li, Xuan-Ran,Lu, Cui-Fen,Chen, Zu-Xing,Li, Yan,Yang, Gui-Chun
, p. 1380 - 1384,5 (2020/09/16)
The Mannich reaction of titanium enolates of a chiral hydantoin with various aldimines smoothly occurred in good yields and with high anti-diastereoselectivity. The Mannich adducts can be readily cleaved by alcoholysis to afford several β-amino ester derivatives in good yields and in almost enantiomerically pure form.
(+)-(S,S)-pseudoephedrine as a chiral auxiliary in asymmetric Mannich reactions: Scope and limitations
Iza, Ainara,Vicario, Jose L.,Carrillo, Luisa,Badia, Dolores
, p. 4065 - 4074 (2008/03/11)
The Mannich reaction of variously substituted (+)-(S,S)-pseudoephedrine amides with either enolizable and nonenolizable imines smoothly afforded a series of β-substituted α-alkyl-β-amino amides with full stereochemical control. These Mannich adducts have
Asymmetric synthesis of beta-substituted alpha-methyl-beta-amino esters by Mannich reaction of (S,S)-(+)-pseudoephedrine acetamide derived enolate with imines.
Vicario,Badia,Carrillo
, p. 773 - 776 (2007/10/03)
[reaction: see text]. The reaction of an (S,S)-(+)-pseudoephedrine acetamide based enolate with several imines afforded smoothly and with full stereochemical control a series of beta-substituted alpha-methyl-beta-aminoamides that upon hydrolysis/esterific
