- Synthesis of 2-Alkenyl-Tethered Anilines
-
Three general routes for the synthesis of (E)-2-alkenyl-tethered anilines have been developed. The first route involves a 3-aza-Cope rearrangement of N -allylic anilines in the presence of a Lewis acid. The requisite N -allylic anilines were prepared by t
- Denmark, Scott E.,Chi, Hyung Min
-
p. 2873 - 2888
(2017/06/27)
-
- Rhodium-catalyzed regioselective amination of secondary allylic trichloroacetimidates with unactivated aromatic amines
-
The use of unactivated aromatic amines in the rhodium-catalyzed regioselective amination of secondary allylic trichloroacetimidates is explored. The desired N-arylamines are obtained in high yields and regioselectivity, favoring the branched amination pro
- Arnold, Jeffrey S.,Stone, Robert F.,Nguyen, Hien M.
-
supporting information; experimental part
p. 4580 - 4583
(2010/12/24)
-
- ENANTIOSELECTIVE AMINATION AND ETHERIFICATION___________________
-
The present invention is directed to a catalyst composition, comprising: (1) a catalyst precursor having the general structure MSXn wherein M is a transition metal selected from the group consisting of iridium, molybdenum, and tungsten; S is a coordinating ligand; X is a counterion; and n is an integer from 0 to 5; and (2) a phosphoramidite ligand having the structure wherein O-Cn-O is an aliphatic or aromatic diolate and wherein R1, R2, R3 and R4 are selected from the group consisting of substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted aliphatic groups, and combinations thereof, with the proviso that at least one of R1, R2, R3, or R4 must be a substituted or unsubstituted aryl or heteroaryl group. The present invention is also directed to activated catalysts made from the above catalyst composition, as well as methods of allylic amination and etherification using the above catalysts.
- -
-
-
- 1-ISOPROPYLALLYLOXYCARBONYL (IPAoc) AS A PROTECTIVE GROUP OF AMINES AND ITS DEPROTECTION CATALYSED BY PALLADIUM-PHOSPHINE COMPLEX
-
As a new protective group of amines, 1-isopropylallyloxycarbonyl (IPAoc) group was developed.IPAoc group can be removed by treatment with a palladium-phosphine catalyst forming carbon dioxide and 4-methyl-1,3-pentadiene by the decarboxylation and β-hydrogen elimination of (?-1-isopropylallyl)-palladium intermediate under neutral condititons.The present protection-deprotection was applied to a one-pot peptide synthesis.
- Minami, Ichiro,Yuhara, Masami,Tsuji, Jiro
-
p. 2737 - 2740
(2007/10/02)
-
- Addition of Phenylnitrenium Ion to Olefins. Reactions of Phenyl Azide with Some Olefins in the Presence of Trifluoroacetic Acid
-
Addition to cyclohexene, cis- or trans-4-methylpent-2-ene, or hex-1-ene of a singlet phenylnitrenium ion, generated from phenyl azide in the presence of trifluoroacetic acid, gave stereo- or regiospecifically N-phenyl-β-hydroxylamines (after work-up with aqueous Na2CO3) via aziridinium ions together with N-allyl and 2- and/or 4-allylanilines.Use of methyl acrylate or methyl crotonate as an electron-deficient olefin led to the formationof N-phenylserine or N-phenylthreonine methyl ester (after work-up with with aqueous Na2CO3), respectively.In the reaction with 1,1-disubstituted ethylene or styrene derivatives, N-substituted anilines were formed through an attack of either tertiary alkyl or benzylic cations on phenyl azide.
- Takeuchi, Hiroshi,Koyama, Kikuhiko,Mitani, Michiharu,Ihara, Rie,Uno, Tomoko,et al.
-
p. 677 - 684
(2007/10/02)
-