854497-52-2Relevant academic research and scientific papers
KHSO4-mediated condensation reactions of tert-butanesulfinamide with aldehydes. Preparation of tert-butanesulfinyl aldimines
Huang, Zhiyan,Zhang, Min,Wang, Yin,Qin, Yong
, p. 1334 - 1336 (2005)
Optically pure tert-butanesulfinyl aldimines 1 were prepared by direct condensation of chiral tert-butanesulfinamide 3 with aldehydes 2 in high yields in the presence of KHSO4. The main advantage of KHSO4 is that it is applicable to the condensation reactions of a variety of aldehydes, including electron deficient and electron rich (hetereo)aromatic aldehydes, as well as aliphatic aldehydes.
Efficient synthesis of Xaa-Gly type (Z)-chloroalkene dipeptide isosteres via organocuprate mediated reduction
Kobayakawa, Takuya,Tamamura, Hirokazu
, p. 4968 - 4971 (2016)
A highly stereoselective synthesis of (Z)-chloroalkene dipeptide isosteres (CADIs) of the Xaa-Gly type has been achieved. Treatment of an allylic gem-dichloride with an organocuprate provided (Z)-chloroalkene formation corresponding to an Xaa-Gly type CAD
Asymmetric vinylogous Mannich reactions: A versatile approach to functionalized heterocycles
Ruan, Shu-Tang,Luo, Jie-Min,Du, Yu,Huang, Pei-Qiang
supporting information; experimental part, p. 4938 - 4941 (2011/11/06)
Asymmetric vinylogous Mannich reaction (VMR) of 2-(tert- butyldimethylsilyloxy)furan (TBSOF, 1) with (RS)- or (S S)-t-BS-imines (3) furnished 5-aminoalkylbutenolides 7a-k in 75-87% yields with anti/syn ratios ranging from 75:25 to 97:3. Butenolides 7a-f,k were readily converted into substituted lactones 8 and 5 and 6-substituted 5-hydroxypiperidin-2-ones 11a-g, which are, in turn, key intermediates for the synthesis of many bioactive compounds.
Desymmetrization of metallated cyclohexadienes with chiral N-tert-butanesulfinyl imines
Maji, Modhu Sudan,Froehlich, Roland,Studer, Armido
supporting information; experimental part, p. 1847 - 1850 (2009/04/10)
This communication describes the desymmetrization of various achiral metallated cyclohexadienes with a series of chiral N-tert-butanesulfinyl imines. Depending on the metal used, either the symmetrical diene (dicyclohexadienyl- zinc) or the desymmetrized
