Synthesis and Applications of tert-Butanesulfinamide

MAT Robak, MA Herbage, JA Ellman - Chemical reviews, 2010 - ACS Publications
Amines are present in a large majority of drugs and drug candidates. Consequently, the
asymmetric synthesis of amine containing compounds represents an extremely important …

Regioselectivity in the ring opening of non-activated aziridines

S Stanković, M D'hooghe, S Catak, H Eum… - Chemical Society …, 2012 - pubs.rsc.org
In this critical review, the ring opening of non-activated 2-substituted aziridinesvia
intermediate aziridinium salts will be dealt with. Emphasis will be put on the relationship …

Recent developments in asymmetric aziridination

H Pellissier - Tetrahedron, 2010 - Elsevier
Aziridines are saturated three-membered heterocycles containing one nitrogen atom. These
compounds are among the most fascinating intermediates in organic synthesis, acting as …

Use of α-Chlorinated N-(tert-Butanesulfinyl)imines in the Synthesis of Chiral Aziridines

B Denolf, S Mangelinckx, KW Törnroos… - Organic …, 2006 - ACS Publications
Reaction of chiral α-chloro tert-butanesulfinyl aldimines with Grignard reagents efficiently
afforded β-chloro N-sulfinamides in high diastereomeric excess. The latter compounds were …

Asymmetric Synthesis of Aziridines by Reduction of N-tert-Butanesulfinyl α-Chloro Imines

B Denolf, E Leemans, N De Kimpe - The Journal of Organic …, 2007 - ACS Publications
Reduction of (RS)-N-tert-butanesulfinyl α-halo imines afforded chiral aziridines in good to
excellent yields. Upon reduction of (RS)-N-tert-butanesulfinyl α-halo imines with NaBH4 in …

Addition reactions of iodomethyllithium to imines. A direct and efficient synthesis of aziridines and enantiopure amino aziridines

JM Concellón, H Rodríguez-Solla, C Simal - Organic Letters, 2008 - ACS Publications
An efficient and general synthesis of aziridines by the reaction of imines derived from p-
toluenesulfonamides with in situ generated iodomethyllithium, with a simple and rapid …

Copper (II) triflate promoted cycloaddition of α-alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines

MK Ghorai, K Ghosh, K Das - Tetrahedron letters, 2006 - Elsevier
Cu (OTf) 2 or Zn (OTf) 2 mediated [3+ 2] cycloaddition reactions of various α-alkyl or aryl
substituted N-tosylaziridines with nitriles is described for the syntheses of substituted …

Addition reactions of chloro-or iodomethyllithium to imines. Synthesis of enantiopure aziridines and β-chloroamines

JM Concellon, H Rodriguez-Solla… - The Journal of …, 2009 - ACS Publications
We report a novel, simple, and efficient synthesis of aziridines and 1-chloroalkan-2-amines
by the reaction of imines derived from various aldehydes and p-toluenesulfonamide or …

Aziridinium from N,N-Dibenzyl Serine Methyl Ester:  Synthesis of Enantiomerically Pure β-Amino and α,β-Diamino Esters

C Couturier, J Blanchet, T Schlama, J Zhu - Organic Letters, 2006 - ACS Publications
Reaction of N, N-dibenzyl-O-methylsulfonyl serine methyl ester with a variety of
heteronucleophiles (sodium azide, sodium phthalimide, amines, thiols) and carbanions …

LiAlH4‐Induced Selective Ring Rearrangement of 2‐(2‐Cyanoethyl)aziridines toward 2‐(Aminomethyl)pyrrolidines and 3‐Aminopiperidines as Eligible Heterocyclic …

J Dolfen, K Vervisch, N De Kimpe… - … –A European Journal, 2016 - Wiley Online Library
(2‐Cyanoethyl) aziridines and 2‐aryl‐3‐(2‐cyanoethyl) aziridines were deployed as
substrates for an In (OTf) 3‐mediated regio‐and stereoselective ring rearrangement upon …