172341-83-2Relevant academic research and scientific papers
Catalyst-Controlled Multicomponent Aziridination of Chiral Aldehydes
Mukherjee, Munmun,Zhou, Yubai,Dai, Yijing,Gupta, AniL K.,Pulgam, V. Reddy,Staples, Richard J.,Wulff, William D.
supporting information, p. 2552 - 2556 (2017/03/06)
A highly diastereoselective and enantioselective method for the multicomponent aziridination of chiral aldehydes has been developed with BOROX catalysts of the VANOL (3,3′-diphenyl-2,2′-bi-1-naphthol) and VAPOL (2,2′-diphenyl-(4-biphenanthrol)) ligands. Very high to perfect catalyst control is observed with most all substrates examined including aldehydes with chiral centers in the α- and β-positions. High catalyst control was also observed for a number of chiral heterocyclic aldehydes allowing for the preparation of epoxy aziridines, bis(aziridines) and ethylene diaziridines. Application of this reaction in the synthesis of β3-homo-d-alloisoleucine and β3-homo-l-isoleucine is reported.
STEREOCONTROLLED ADDITIONS OF ALLYLTRI-n-BUTYLSTANNANE TO α-HYDROXYALDEHYDE DERIVATIVES. A USEFUL ROUTE TO MONOPROTECTED ERYTHRO OR THREO DIOLS.
Keck, Gary E.,Boden, Eugene P.
, p. 265 - 268 (2007/10/02)
By proper choice of Lewis acid and protecting group, the Lewis acid mediated addition of allyltri-n-butylstannane to the α-hydroxyaldehyde derivatives 1b and 1c can be controlled to give excellent (95: 5 to 250: 1) stereoselectivity for the formation
