172215-51-9Relevant articles and documents
Chiral (OC)Ru(salen)-catalyzed tandem sulfimidation and [2,3]sigmatropic rearrangement: Asymmetric C-N bond formation
Murakami, Masakazu,Katsuki, Tsutomu
, p. 3947 - 3949 (2002)
Asymmetric C-N bond formation was achieved in a highly enantioselective manner by using (OC)Ru(salen)-catalyzed sulfimidation and the subsequent [2,3]sigmatropic rearrangement: treatment of allyl aryl sulfides with p-toluenesulfonyl azide in the presence of a catalytic amount of (OC)Ru(salen) followed by hydrolysis of the resulting N-allyl-N-arylthio toluenesulfonamides provided N-allyl toluenesulfonamides of high enantiomeric excess.
Allylic amine formation by imination of allylic tellurides
Nishibayashi, Yoshiaki
, p. 6725 - 6728 (2007/10/02)
The imination of allylic phenyl tellurides with [N-(p-toluenesulfonyl)imino]phenyliodinane or chloramine-T affords the corresponding allylic amines via [2,3]sigmatropic rearrangement of the tellurimide intermediates in high yields. Application to chiral cinnamyl 2-(1-dimethylaminoethyl)ferrocenyl telluride results in the formation of the corresponding chiral allylic amine, 3-phenyl-3-tosylaminopropene, with 93% ee.