Enantioselective One-pot Synthesis of 3-Azabicyclo[3.1.0]hexanes via Allylic Substitution and Oxidative Cyclization
An enantioselective one-pot synthesis of 3-azabicyclo[3.1.0]hexanes from allyl carbonates and propargyl amines is reported. An amine catalyst promoted the allylic substitution to form intermediary N-allyl propargylamines, which underwent enantioselective Pd(II)/Pd(IV)-mediated oxidative cyclization in situ. The chiral ligand (P,R,R)-i-Pr-SPRIX is crucial to the cyclization, producing the desired bicyclic compounds in up to 92% yield and 90% ee. (Figure presented.).
Electrochemically generatedN-iodoaminium species as key intermediates for selective methyl sulphonylimination of tertiary amines
Reported herein is a straightforward protocol for approachingN-sulphonylamidinesviaan electricity-driven, iodine-mediated cross dehydrogenative condensation (CDC) between sulphonamides and tertiary amines, which features exclusive N-CH3selectivity for the amine partners. Mechanistic studies indicate that anin situgeneratedN-iodoaminium species serves as the key intermediate.
Huang, Binbin,Yang, Chao,Zhou, Jia,Xia, Wujiong
supporting information
p. 5010 - 5013
(2020/05/18)
Monomethylthio analogues of 1-(2,4,5-trimethoxyphenyl)-2-aminopropane
Regiospecific syntheses of the three monomethylthio analogues of 1-(2,4,5- trimethoxyphenyl)-2-aminopropane are described. The three isomeric amines were evaluated for potential psychotomimetic potency using the rabbit hyperthermia assay. Enantiomeric com
Jacob III,Anderson III,Meshul,Shulgin,Castagnoli Jr.
p. 1235 - 1239
(2007/10/06)
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