141410-04-0Relevant articles and documents
ENANTIOSELECTIVE CATALYTIC BORANE REDUCTIONS OF ACHIRAL KETONES: SYNTHESES AND APPLICATION OF TWO CHIRAL β-AMINO ALCOHOLS FROM (S)-2-INDOLINE CARBOXYLIC ACID
Martens, Juergen,Dauelsberg, Ch.,Behnen, W.,Wallbaum, S.
, p. 347 - 350 (1992)
The synthesis of (S)-α,α-diphenyl-(indolin-2-yl)methanol 1 makes available the chiral oxazaborolidine 2 which is an excellent catalyst for borane reduction of prochiral ketones to chiral secondary alcohols, e.g. acetophenone, in high optical purity.The ne
Organocatalyzed regioselective and enantioselective synthesis of 1,4- and 1,2-dihydropyridines
Le, Truong-Giang,Pham, Hoai-Thu,Martin, James P.,Chataigner, Isabelle,Renaud, Jean-Luc
supporting information, p. 2673 - 2684 (2020/08/07)
Herein, we introduce one of the first examples of asymmetric organocatalyzed synthesis of 1,2-dihydropyridines, affording enantioselective access to and partially solving regioselectivity challenges in the synthesis of dihydropyridines. We demonstrate that through modification of organocatalysts both 1,2- and 1,4-dihydropyridines (1,2- and 1,4-DHPs) can be obtained with high regioselectivity (ratio of 1,2-DHP/1,4-DHP from 95/5 to 0/100) and enantioselectivity (33% ee for 1,2-DHPs and up to 98% ee for 1,4-DHPs) in good yields (up to 87%).
Dual enantioselective Diels-Alder process in the cyclization of chiral acrylamide with dienes
Jung, Doo Young,Park, Doo Han,Kim, Sung Han,Kim, Yong Hae
, p. 1017 - 1022 (2007/10/03)
Diels-Alder cycloadditions of chiral acrylamides with cyclopentadiene or 2, 3-dimethyl butadiene proceed with high diastereofacial selectivity. Either endo-R or endo-S products have been obtained depending upon the structures of acrylamides and Lewis acids used. The endo form was exclusively obtained over the exo form. The dependence of the mechanism of formation of opposite configurations of endo-R or endo-S products on the Lewis acids is discussed. Copyright 2004 John Wiley & Sons, Ltd.