Asymmetric Synthesis of Chiral α‐CF2H spiro[indoline‐3,3'‐thiophene] via Phase‐Transfer Catalyzed Sulfa‐Michael/Michael Domino Reaction

Author(s):  
yabo deng ◽  
Shuo Sun ◽  
Yuqiang Wang ◽  
Pengfei Jia ◽  
Wenguang Li ◽  
...  
ChemInform ◽  
2010 ◽  
Vol 32 (30) ◽  
pp. no-no
Author(s):  
Yuri N. Belokon ◽  
Michael North ◽  
Tatiana D. Churkina ◽  
Nikolai S. Ikonnikov ◽  
Victor I. Maleev

Synlett ◽  
2019 ◽  
Vol 31 (06) ◽  
pp. 600-604 ◽  
Author(s):  
Mateo M. Salgado ◽  
Alejandro Manchado ◽  
Carlos T. Nieto ◽  
David Díez ◽  
Narciso M. Garrido

A convenient asymmetric synthesis of methyl (2S,3S,6R)-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)-piperidine-3-carboxylate is described, starting from Baylis–Hillman adducts. The route involves a domino process: allylic acetate rearrangement, stereoselective Ireland–Claisen rearrangement and asymmetric Michael addition, which provides a δ-amino acid derivative with full stereochemical control. A subsequent chemoselective transformation of one of the side-chain groups allows an effective cyclization leading to biologically interesting polysubstituted piperidines in which the 2,6-aryl groups could be attached sequentially.


ChemInform ◽  
2007 ◽  
Vol 38 (48) ◽  
Author(s):  
Jin-Mo Ku ◽  
Mi-Sook Yoo ◽  
Hyeung-geun Park ◽  
Sang-sup Jew ◽  
Byeong-Seon Jeong

RSC Advances ◽  
2016 ◽  
Vol 6 (38) ◽  
pp. 31861-31870 ◽  
Author(s):  
Amedeo Capobianco ◽  
Antonia Di Mola ◽  
Valentina Intintoli ◽  
Antonio Massa ◽  
Vito Capaccio ◽  
...  

The first asymmetric synthesis of 3-amino-substituted isoindolinones was accomplished via cascade hemiaminal-heterocyclization-intramolecular aza-Mannich reaction of amines and 2-formylbenzonitriles using chiral phase transfer conditions (PTC).


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