600177-40-0Relevant academic research and scientific papers
An efficient method for opening N -tosylaziridines with silylated nucleophiles by using polystyrene-supported 1,5,7-triazabicyclo[44.0]dec-5-ene as a reusable organocatalyst
Matsukawa, Satoru,Tsukamoto, Kumiko,Yasuda, Shiori,Harada, Takeru
, p. 2959 - 2965 (2013)
Polystyrene-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (PS-TBD) catalyzes the ring opening of N-tosylaziridines with trimethylsilyl cyanide, trimethylsilyl azide, or trimethylsilyl halides to give the corresponding products in high yields. PS-TBD can b
TBD-catalyzed ring opening of aziridines with silylated nucleophiles
Matsukawa, S.,Takahashi, H.,Harada, T.
, p. 406 - 414,9 (2020/10/15)
The ring opening of N-tosylaziridines with silylated nucleophiles catalyzed by 1,5,7-triazabicyclo[4,4,0]dec-5-ene (TBD) afforded the corresponding- functionalized sulfonamides in excellent yields under mild reaction conditions. Copyright
Polystyrene-supported TBD catalyzed ring-opening of N-tosylaziridines with silylated nucleophiles
Matsukawa, Satoru,Harada, Takeru,Yasuda, Shiori
supporting information; experimental part, p. 4886 - 4890 (2012/07/27)
Polystyrene-supported TBD (PS-TBD) catalyzes the ring-opening of N-tosylaziridines with silylated nucleophiles to give the corresponding products in high yields. PS-TBD was easily recovered and reused without significant loss of catalytic activity.
TTMPP: An efficient organocatalyst in the ring-opening of aziridines with silylated nucleophiles
Matsukawa, Satoru,Tsukamoto, Kumiko
experimental part, p. 3792 - 3796 (2009/10/23)
The ring-opening of N-tosylaziridines with silylated nucleophiles catalyzed by tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP) afforded the corresponding β-functionalized sulfonamides in excellent yield under mild reaction conditions.
Ring opening and expansion of aziridines in a silica-water reaction medium
Minakata, Satoshi,Hotta, Takahiro,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 7471 - 7472 (2007/10/03)
Ring-opening reactions of N-tosylaziridines with water-soluble nucleophiles proceeded in a silica-water reaction medium. The system is applicable to a ring expansion of an aziridine with potassium thiocyanate, leading to a thiazolidine derivative.
Lewis base catalyzed ring opening of aziridines with silylated nucleophiles
Minakata, Satoshi,Okada, Yuriko,Oderaotoshi, Yoji,Komatsu, Mitsuo
, p. 3509 - 3512 (2007/10/03)
(Chemical Equation Presented) The ring opening of N-tosylaziridines with trimethylsilylated nucleophiles, catalyzed by N,N,N′,N′- tetramethylethylenediamine, led to the production of β-functionalized sulfonamides in good to excellent yields with high regi
Synthesis and microbial transformation of β-amino nitriles
Winkler, Margit,Martínková, Ludmila,Knall, Astrid C.,Krahulec, Stefan,Klempier, Norbert
, p. 4249 - 4260 (2007/10/03)
Rhodococcus equi A4, Rhodococcus erythropolis NCIMB 11540 and Rhodococcus sp. R312 were investigated towards their ability to produce β-amino amides and acids from β-amino nitriles. The microorganisms show comparable trends: five-membered alicyclic 2-amino nitriles were transformed significantly faster than the six-membered compounds and the products of trans-2-amino nitriles (amides and acids) were formed considerably faster than the cis-counterparts (amides). The trans-five membered nitriles gave the amides (1b, 5b) in excellent enantiomeric excess (94-99%), the biotransformation of trans-six membered substrates resulted in the formation of the acid (3c, 7c) in excellent ee (87-99%). The ee's of the cis-compounds were throughout lower. Fifteen new substances were synthesized and characterized in the course of this work.
