Xu, Yin Sun, Qing Tan, Tong-De Yang, Ming-Yang Yuan, Peng Wu, Shao-Qi Lu, Xin Hong, Xin Ye, Long-Wu
Published in
Angewandte Chemie (International ed. in English)
Described herein is an organocatalytic enantioselective desymmetrizing cycloisomerization of arylsulfonyl-protected ynamide cyclohexanones, representing the first metal-free asymmetric Conia-ene-type carbocyclization. This method allows the highly efficient and atom-economical construction of a range of valuable morphans with wide substrate scope a...
Zhu, Jinbin Huang, Linwei Dong, Wei Li, Naikai Yu, Xingxin Deng, Wei-Ping Tang, Wenjun
Published in
Angewandte Chemie (International ed. in English)
Highly enantioselective rhodium-catalyzed addition of arylboroxines to N-unprotected ketimines is realized for the first time by employing chiral BIBOP-type ligands with a Rh loading as low as 1 mol %. A range of chiral α-trifluoromethyl-α,α-diaryl α-tertiary amines or 3-amino-3-aryloxindoles were formed with excellent ee values and yields by emplo...
Inokuma, Tsubasa Sakakibara, Takuya Someno, Takatoshi Masui, Kana Shigenaga, Akira Otaka, Akira Yamada, Ken-Ichi
Published in
Chemistry (Weinheim an der Bergstrasse, Germany)
A practical method for synthesizing chiral α-amino phosphonic acid derivatives was developed. Readily available and stable N-o-nitrophenylsulfenyl (Nps) imino phosphonate was utilized as a substrate for a highly enantioselective Friedel-Crafts-type addition of indole or pyrrole nucleophiles catalyzed by chiral phosphoric acid. The resulting adduct ...
Jia, Shiqi Li, Shan Liu, Yidong Qin, Wenling Yan, Hailong
Published in
Angewandte Chemie (International ed. in English)
A highly diastereo- and enantio-selective method for the asymmetric synthesis of molecules containing helicenes and stereogenic axes was developed based on organocatalysis. Various compounds bearing both helical and axial stereogenic elements were obtained in excellent enantioselectivities. The mechanism study revealed that the reaction proceeded t...
Fukagawa, Seiya Kojima, Masahiro Yoshino, Tatsuhiko Matsunaga, Shigeki
Published in
Angewandte Chemie (International ed. in English)
Catalytic enantioselective directed methylene C(sp3 )-H amidation reactions of 8-alkylquinolines using a Cp*RhIII /chiral carboxylic acid (CCA) hybrid catalytic system are described. A binaphthyl-based chiral carboxylic acid efficiently differentiates between the enantiotopic methylene C-H bonds, which leads to the formation of C-N bonds with good ...
Clement, Helen A Boghi, Michele McDonald, Rory M Bernier, Louise Coe, Jotham W Farrell, William Helal, Christopher J Reese, Matthew R Sach, Neal W Lee, Jack C
...
Published in
Angewandte Chemie (International ed. in English)
Cyclobutane rings are important in medicinal chemistry, yet few enantioselective methods exist to access this scaffold. In particular, cyclobutylboronates are receiving increasing attention in the literature due to the synthetic versatility of alkylboronic esters and the increasing role of boronic acids in drug discovery. Herein, a conjugate boryla...
rouno, taiki niwa, tomoki nishibashi, kousuke yamamoto, nobuharu egami, hiromichi hamashima, yoshitaka
The enantioselective 5-exo-fluorocyclization of ene-oxime compounds was demonstrated under phase-transfer catalysis. Although deprotonative fluorinations competed, the chemical yields and the ee values of the desired isoxazoline products were generally moderate to good. The absolute stereochemistry of the major isomer was determined to be S by comp...
ishibashi, azusa kamihigashi, shun iwai, yuuki sakaguchi, satoshi
S,S)-L1 catalytic system, afforded (S)-6 with 75% ee.
Ishitani, Haruro Kanai, Kan Yoo, Woo-Jin Yoshida, Tomoko Kobayashi, Shū
Published in
Angewandte Chemie (International ed. in English)
A chiral composite material, derived from the deposition of a chiral nickel-diamine complex via wet impregnation to MCM-41, was shown to be an efficient heterogeneous catalyst for asymmetric 1,4-addition reactions of 1,3-dicarbonyl compounds with nitroalkenes, and of nitromethane with alkylidenemalonates. It was discovered that MCM-41 enhanced the ...
Guo, Yafei Harutyunyan, Syuzanna R
Published in
Angewandte Chemie (International ed. in English)
General methods to prepare chiral N-heterocyclic molecular scaffolds are greatly sought after because of their significance in medicinal chemistry. Described here is the first general catalytic methodology to access a wide variety of chiral 2- and 4-substituted tetrahydro-quinolones, dihydro-4-pyridones, and piperidones with excellent yields and en...
