Hua Tian

Catalytic Asymmetric Intermolecular Bromoesterification of Unfunctionalized Olefins

An asymmetric intermolecular bromoesterification of unfunctionalized olefins catalyzed by (DHQD)(2)PHAL is described. Optically active bromoesters can be obtained with up to 92% ee.

Enantioselective 6-exo-Bromoaminocyclization of Homoallylic N-Tosylcarbamates Catalyzed by a Novel Monophosphine-Sc(OTf)3 Complex

A highly enantioselective 6-exo-bromoaminocyclization of (E)-homoallylic N-tosylcarbamates catalyzed by a novel monophosphine-Sc(OTf)3 complex is described, giving a wide variety of optically active oxazinanones with high enantioselectivities.

Catalytic Asymmetric Bromination of Unfunctionalized Olefins with H2O as a Nucleophile

The dimeric cinchona alkaloid (DHQD)2 PHAL is used to catalyze an effective asymmetric bromohydroxylation of unfunctionalized olefins with H2 O as nucleophile an N-bromobenzamide as a bromine source. A variety of optically active bromohydrins are formed with up to 88 % ee.

Phosphine Oxide–Sc(OTf)3 Catalyzed Highly Regio- and Enantioselective Bromoaminocyclization of (E)-Cinnamyl Tosylcarbamates. An Approach to a Class of Synthetically Versatile Functionalized Molecules

A highly regio- and enantioselective bromoaminocyclization of (E)-cinnamyl tosylcarbamates catalyzed by a chiral phosphine oxide-Sc(OTf)3 complex is described. A wide variety of optically active aryl 5-bromo-1,3-oxazinan-2-ones can be obtained with high yield and enantioselectivity.

A Facile Approach to Optically Active Hydroquinoline‐2‐carboxylates by a One‐Pot Asymmetric Michael/Transamination/Cyclization Process

An efficient one-pot synthesis of optically active hydroquinoline-2-carboxylates from 1,3-cyclohexanediones, β,γ-unsaturated α-keto ester, and benzylamine in the presence of a chiral base catalyst and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with good diastereoselectivity and high enantioselectivity is described. The reaction proceeds by a sequential asymmetric Michael/transamination/cyclization process.

Synthesis of Optically Active Deuterated Primary Amines via Reduction of N-tert-Butanesulfinyl Aldimines

Optically active deuterated primary amines have been obtained with 78-98% ees from chiral N-tert-butanesulfinyl aldimines via reduction with N-Selectride and subsequent alcoholysis.

Phosphine oxide-Sc(OTf) 3 catalyzed enantioselective bromoaminocyclization of tri -substituted allyl N -tosylcarbamates

Phosphine oxide-Sc(OTf)3 catalyzed regio- and enantioselective bromoaminocyclization of tri-substituted allyl N-tosylcarbamates is described. A wide variety of optically active tertiary 5-bromo-1,3-oxazinan-2-ones can be obtained with high regio-and enantioselectivity.

CCDC 1417724: Experimental Crystal Structure Determination

Related Article: Hongjie Pan, Hu Huang, Weigang Liu, Hua Tian, and Yian Shi|2016|Org.Lett.|18|896|doi:10.1021/acs.orglett.5b03459