Literature DB >> 24976540

A catalytic asymmetric hetero-Diels-Alder reaction of olefinic azlactones and isatins: facile access to chiral spirooxindole dihydropyranones.

Tai-Ping Gao1, Jun-Bing Lin, Xiu-Qin Hu, Peng-Fei Xu.   

Abstract

A catalytic asymmetric hetero-Diels-Alder (HDA) reaction has been achieved through hydrogen-bond directed γ-addition of olefinic azlactones to isatins. This methodology provides an efficient access to spirooxindole dihydropyranones in moderate to good yields and with excellent enantioselectivities.

Entities:  

Year:  2014        PMID： 24976540     DOI： 10.1039/c4cc03896g

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  A C1-symmetric N-heterocyclic carbene catalysed oxidative spiroannulation of isatin-derived enals: highly enantioselective synthesis of spirooxindole δ-lactones.

Authors:  Jun-Bing Lin; Xi-Na Cheng; Xiao-Dong Tian; Guo-Qiang Xu; Yong-Chun Luo; Peng-Fei Xu
Journal:  RSC Adv       Date:  2018-04-24       Impact factor: 4.036

2.  Diastereoselective synthesis of novel spiro indanone fused pyrano[3,2-c]chromene derivatives following hetero-Diels-Alder reaction and in vitro anticancer studies.

Authors:  Pravati Panda; Sabita Nayak; Susanta Ku Sahoo; Seetaram Mohapatra; Deepika Nayak; Rajalaxmi Pradhan; Chanakya Nath Kundu
Journal:  RSC Adv       Date:  2018-05-08       Impact factor: 4.036

3.  Simple organocatalyst component system for asymmetric hetero Diels-Alder reaction of isatins with enones.

Authors:  Perumalsamy Parasuraman; Zubeda Begum; Madhu Chennapuram; Chigusa Seki; Yuko Okuyama; Eunsang Kwon; Koji Uwai; Michio Tokiwa; Suguru Tokiwa; Mitsuhiro Takeshita; Hiroto Nakano
Journal:  RSC Adv       Date:  2020-05-05       Impact factor: 4.036

4.  Synthesis of 4-Hydroxycarbazole Derivatives by Benzannulation of 3-Nitroindoles with Alkylidene Azlactones.

Authors:  Dongdong Cao; Gang Chen; Dingben Chen; Zhijun Xia; Zongyang Li; Yi Wang; Dongqing Xu; Jianguo Yang
Journal:  ACS Omega       Date:  2021-06-25
  4 in total

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