Titanium and Cobalt Bimetallic Radical Redox Relay for the Isomerization of N -Bz Aziridines to Allylic Amides
Herein a bimetallic radical redox-relay strategy is employed to generate alkyl radicals under mild conditions with titanium(III) catalysis and terminated via hydrogen atom transfer with cobalt(II) catalysis to enact base-free isomerizations of N-Bz aziridines to N-Bz allylic amides. This reaction provides an alternative strategy for the synthesis of allylic amides from alkenes via a three-step sequence to accomplish a formal transpositional allylic amination.
Wood, Devin P.,Guan, Weiyang,Lin, Song
p. 4213 - 4220
(2021/08/10)
Lewis basic selenium catalyzed chloroamidation of olefins using nitriles as the nucleophiles
A Lewis base catalyzed chloroamidation of olefinic substrates was achieved using diphenyl selenide as the catalyst. The reaction conditions are mild and suitable for a wide range of substrates including those which are acid labile.
Tay, Daniel Weiliang,Tsoi, Ivan Tan,Er, Jun Cheng,Leung, Gulice Yiu Chung,Yeung, Ying-Yeung
supporting information
p. 1310 - 1313
(2013/04/24)
Bifunctional asymmetric catalysis with hydrogen chloride: Enantioselective ring opening of aziridines catalyzed by a phosphinothiourea
Ring opening of aziridines with hydrogen chloride to form β-chloroamine derivatives is catalyzed by a chiral phosphinothiourea derivative in high yields and with high enantioselectivities. On the basis of 31P NMR studies, activation of HCl appears to proceed via quantitative protonation of the catalyst to afford a phosphonium chloride complex. Georg Thieme Verlag Stuttgart.
Mita, Tsuyoshi,Jacobsen, Eric N.
body text
p. 1680 - 1684
(2009/12/03)
Highly stereoselective chlorination of β-substituted cyclic alcohols using PPh3-NCS: Factors that control the stereoselectivity
A variety of trans-β-substituted cyclic alcohols were stereoselectively chlorinated to either the corresponding cis-chloride or trans-chloride (inversion or retention of configuration) with good to excellent yields; the stereochemical outcome is determined by the size of the ring and the nature of the β-substituents, especially the electronegativity of the substituted atom. The Royal Society of Chemistry.
Jaseer,Naidu, Ajay B.,Kumar, Sreehari S.,Rao, R. Koteshwar,Thakur, Krishna G.,Sekar
p. 867 - 869
(2007/10/03)
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