112297-29-7Relevant academic research and scientific papers
Regiodivergent Desymmetrization Reaction of meso-Azabicycloheptene Providing Two Enantioenriched Structural Isomers
Zheng, Yuxin,Huang, Yanze,Gao, Peng,Liu, Hongyan,Murakami, Suguru,Matsubara, Ryosuke,Hayashi, Masahiko
, p. 2411 - 2414 (2021)
A novel catalytic asymmetric reaction is reported where the regiodivergent desymmetrisation of meso-azabicycloheptene via allylic oxidation using a single chiral copper catalyst produced two different, enantioenriched structural isomers in high optical pu
Tandem aziridine ring opening-disulfide formation-reduction-Michael addition in one-pot mediated by tetrathiomolybdate
Sureshkumar, Devarajulu,Gunasundari, Thanikachalam,Chandrasekaran, Srinivasan
, p. 7267 - 7281 (2015/08/24)
Abstract A detailed study of tetrathiomolybdate mediated tandem regio- and stereoselective ring opening of aziridine, disulfide formation, reduction of disulfide bond and Michael reaction in a one-pot operation is reported. This constitutes four reactions
Catalyst-free regio- and stereospecific synthesis of β-sulfonamido dithiocarbamates: Efficient ring-opening reactions of N-tosyl aziridines by dialkyldithiocarbamates
Alagiri, Kaliyamoorthy,Prabhu, Kandikere Ramaiah
supporting information; experimental part, p. 6922 - 6925 (2011/07/08)
Lord of the ring-opening! A metal-free strategy involving ring-opening of aziridines by the sodium salt of dialkyldithiocarbamate has been employed to give a variety of β-sulfonamido dithiocarbamates. The in situ generation of dialkyldithiocarbamates prov
Palladium-catalyzed domino ring-opening/carboxamidation reactions of N -tosyl aziridines and 2-iodothiophenols: A facile and efficient approach to 1,4-benzothiazepin-5-ones
Zeng, Fanlong,Alper, Howard
supporting information; experimental part, p. 5567 - 5569 (2011/02/23)
A novel and efficient domino procedure has been developed for the synthesis of 1,4-benzothiazepin-5-ones from simple and readily accessible N-tosyl aziridines and o-iodothiophenols. This process involves aziridines ring-opening with o-iodothiophenols, followed by palladium-catalyzed intramolecular carboxamidation. The scope and limitation of this transformation have been investigated in detail by using various aziridines and o-iodothiophenols.
Silver(I)-catalyzed dual activation of propargylic alcohol and aziridine/azetidine: Triggering ring-opening and endo-selective ring-closing in a cascade
Bera, Milan,Roy, Sujit
supporting information; experimental part, p. 8814 - 8817 (2010/03/01)
(Chemical Equation Presented) [Ag(COD)2]PF6 catalyzes the reaction between propargyl alcohols and N-tosylaziridines/azetidines leading to a diverse range of N,O-heterocycles, namely, oxazines, oxazepines, and oxazocines via ring-open
Regio- and stereospecific synthesis of β-sulfonamidodisulfides and β-sulfonamidosulfides from aziridines using tetrathiomolybdate as a sulfur transfer reagent
Sureshkumar, Devarajulu,Gunasundari, Thanikachalam,Ganesh, Venkataraman,Chandrasekaran, Srinivasan
, p. 2106 - 2117 (2007/10/03)
A comprehensive study of a general and effective one-step procedure for the synthesis of β-sulfonamidodisulfides directly from N-tosyl aziridines in a regio- and stereospecific manner under neutral conditions without the use of any Lewis acid or base has been reported. This methodology is extended to the synthesis of an optically pure cyclic seven-membered disulfide 29. Synthesis of a variety of β-sulfonamidosulfides involving tandem, multistep reactions in one pot is also reported.
Regio- and stereoselective synthesis of aziridino epoxides from cyclic dienes
Sureshkumar, Devarajulu,Maity, Susama,Chandrasekaran, Srinivasan
, p. 1653 - 1657 (2007/10/03)
Two different routes for the regio- and stereoslective synthesis of aziridino epoxides from cyclic dienes have been explored. The first strategy involves regiospecific aziridination of cyclic diene derivatives and subsequent epoxidation with m-CPBA to yie
Chiral lithium amide base-mediated rearrangement of meso-cyclohexene oxides: Asymmetric synthesis of amino- and aziridinocyclohexenols
O'Brien, Peter,Pilgram, Christopher D.
, p. 523 - 534 (2007/10/03)
Two different chiral lithium amide base routes for the synthesis of amino- and aziridino-containing cyclohexenols have been explored. The first strategy involved the diastereoselective preparation of novel meso-aziridinocyclohexene oxides and their subsequent enantioselective rearrangement using chiral bases. In this approach, the diphenyl-phosphinoyl nitrogen protecting group proved optimal and aziridinocyclohexenols of 47-68% ee were obtained. Of particular note was the smooth rearrangement of the epoxide to an allylic alcohol in the presence of an aziridine: under optimised chiral base conditions, the aziridine remained essentially unaffected. A second more straightforward strategy for introduction of an amino functionality was also investigated: (1S,4R,5S)- and (1R,4R,5S)-4,5-bis(tert-butyldimethylsilyloxy)cyclohex-2- enols, readily prepared in >95% ee using a chiral base approach, were subjected to Mitsunobu substitution using a sulfonamide and Overman rearrangement.
cis-/trans--O,N,C-Tris-?-homobenzenes - Syntheses, ?2+?2+?2>Cycloreversions, O,N-Heteronines
Zipperer, Bernhard,Mueller, Klaus-Helmut,Gallenkamp, Bernd,Hildebrand, Rainer,Fletschinger, Michael,et al.
, p. 757 - 780 (2007/10/02)
For the cis-O,O,N-tris-?-homobenzenes 1a,b three alternative syntheses, ultimately starting from benzene or p-quinone, have been devised.In the course of one of these approaches the radical bromination of (tosylimino)-1,4-cyclohexadiene and the equilibrat
