848194-75-2Relevant articles and documents
Enantioselective Construction of Sulfur-Containing Tetrasubstituted Stereocenters via Asymmetric Functionalizations of α-Sulfanyl Cyclic Ketones
Ye, Xueqian,Pan, Yongkai,Chen, Yunrong,Yang, Xiaoyu
supporting information, p. 3374 - 3379 (2020/07/16)
Asymmetric functionalizations of α-sulfanyl cyclic ketones were realized via chiral phosphoric acid catalyzed enantioselective addition reactions with aldimines, azodicarboxylates and allenamides. A series of chiral organosulfur compounds possessing sulfur-containing tetrasubstituted stereocenters were accessed via these methods, with excellent regioselectivities and high stereoselectivities. (Figure presented.).
Silver-Catalyzed Enantioselective Mannich Reaction of Diazoacetate Esters with N-Boc Aldimines
Robertson, Gerard P.,Farley, Alistair J. M.,Dixon, Darren J.
, p. 2785 - 2792 (2020/02/04)
The highly enantioselective Mannich reaction of diazoacetate esters with N-Boc aldimines catalyzed by silver(I) triflate in the presence of (R)-DM-SEGPHOS is reported. The reaction is broad in scope with respect to the (hetero)aromatic aldehyde-derived al
Direct enantioselective Mannich reactions of α-azido cyclic ketones: Asymmetric construction of chiral azides possessing an α-quaternary stereocenter
Ye, Xueqian,Pan, Yongkai,Yang, Xiaoyu
supporting information, p. 98 - 101 (2019/12/25)
Direct enantioselective Mannich reactions of α-azido cyclic ketones with aldimines are realized through chiral phosphoric acid catalysis, which generate chiral azides possessing an α-quanternary stereocenter with complete regioselectivities and high diast
Copper(I)-Catalyzed Asymmetric Pinacolboryl Addition of N-Boc-imines Using a Chiral Sulfoxide - Phosphine Ligand
Wang, Ding,Cao, Peng,Wang, Bing,Jia, Tao,Lou, Yazhou,Wang, Min,Liao, Jian
supporting information, p. 2420 - 2423 (2015/05/27)
Highly efficient and enantioselective copper(I)-catalyzed pinacolboryl addition of N-Boc-imines is reported. By using a single chiral sulfoxide-(dialkyl)phosphine (SOP) ligand, both enantiomeric isomers of α-amino boronic esters were obtained through an achiral counteranion switch.
Enantioselective copper-catalyzed reductive coupling of vinylazaarenes with n -boc aldimines
Choi, Bonnie,Saxena, Aakarsh,Smith, Joshua J.,Churchill, Gwydion H.,Lam, Hon Wai
supporting information, p. 350 - 354 (2015/02/19)
The diastereo- and enantioselective reductive coupling of vinylazaarenes with N-Boc aldimines is described. The reactions proceed using chiral copper-bisphosphine complexes in the presence of TMDS as a hydride source to give reductive coupling products in moderate to high enantioselectivities.
Construction of chiral quaternary carbon center via catalytic asymmetric aza-Henry reaction with α-substituted nitroacetates
Li, Minghua,Ji, Nan,Lan, Ting,He, Wei,Liu, Rui
, p. 20346 - 20350 (2014/06/09)
The catalytic enantioselective aza-Henry reaction of N-Boc aldimines 2 and 2-nitropropionic acid ethyl ester 3 in the mixed solvents of toluene-saturated brine (10:1) was catalyzed by cinchona quaternary ammonium salts to form a new quaternary carbon center. High yields (up to 90%), and excellent enantioselectivities (up to 99% ee) and diastereoselectivity ratio (up to 22:1) were successfully obtained with mild conditions. This journal is the Partner Organisations 2014.
Asymmetric mannich reaction of malonates with aldimines using YbIII-pybox complexes supported on self-assembled organic-inorganic hybrid silica with an imidazolium framework
Karimi, Babak,Jafari, Ehsan,Enders, Dieter
supporting information, p. 7253 - 7258 (2015/02/02)
Yb(OTf)3/iPr-pybox (3b) immobilized on a self-assembled organic-inorganic hybrid silica with ionic liquid phase (SAILP) (Catalyst A) behaves as an efficient and recyclable catalyst in the enantioselective Mannich reaction of malonate esters wit
Highly efficient catalytic enantioselective mannich reaction of malonates with N-tert-butoxycarbonyl imines by using Yb(OTf)3/pybox catalysts at room temperature
Karimi, Babak,Jafari, Ehsan,Enders, Dieter
supporting information, p. 10142 - 10145 (2013/09/02)
Go Mannich! A highly efficient and enantioselective method for the direct asymmetric reaction of dibenzyl malonate with N-tert-butoxycarbonyl aldimines in the presence of Yb(OTf)3 and iPr-pybox complexes is described (see scheme; pybox=pyridine
One-pot catalytic enantioselective synthesis of tetrahydropyridines via a nitro-mannich/hydroamination cascade
Barber, David M.,Sanganee, Hitesh J.,Dixon, Darren J.
supporting information, p. 5290 - 5293 (2013/01/15)
The highly enantioselective preparation of synthetically useful tetrahydropyridine derivatives employing a one-pot nitro-Mannich/hydroamination cascade is reported. This approach utilizes an asymmetric organocatalytic nitro-Mannich reaction followed by a gold-catalyzed alkyne hydroamination/ isomerization sequence that yields the desired tetrahydropyridines in good yields and high diastereo- and enantioselectivities.
Rhodium(III)-catalyzed arylation of Boc-imines via C-H bond functionalization
Tsai, Andy S.,Tauchert, Michael E.,Bergman, Robert G.,Ellman, Jonathan A.
supporting information; experimental part, p. 1248 - 1250 (2011/04/16)
The first rhodium-catalyzed arylation of imines proceeding via C-H bond functionalization is reported. Use of a non-coordinating halide abstractor is important to obtain reactivity. Aryl-branched N-Boc-amines are formed, and a wide range of functionality is compatible with the reaction.