Literature DB >> 24987936

N-heterocyclic carbene/Lewis acid strategy for the stereoselective synthesis of spirocyclic oxindole-dihydropyranones.

Zhaoxin Xiao1, Chenxia Yu, Tuanjie Li, Xiang-Shan Wang, Changsheng Yao.   

Abstract

Under the cooperative catalysis of NHC/Lewis acid, the mild, straightforward [4 + 2] annulation of α-bromo-α,β-unsaturated aldehydes bearing γ-H with isatin derivatives gave spirocyclic oxindole-dihydropyranones stereoselectively. This approach is particularly attractive due to the concise construction, avoidance of external oxidants, and the potential utilization value of final products in molecular biology and pharmacy.

Entities:  

Year:  2014        PMID: 24987936     DOI: 10.1021/ol501224p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  N-Heterocyclic Carbene and Chiral Brønsted Acid Cooperative Catalysis for a Highly Enantioselective [4+2] Annulation.

Authors:  Dian-Feng Chen; Tomislav Rovis
Journal:  Synthesis (Stuttg)       Date:  2016-11-18       Impact factor: 3.157

Review 2.  Recent synthetic strategies toward the synthesis of spirocyclic compounds comprising six-membered carbocyclic/heterocyclic ring systems.

Authors:  Kashaf Babar; Ameer Fawad Zahoor; Sajjad Ahmad; Rabia Akhtar
Journal:  Mol Divers       Date:  2020-07-21       Impact factor: 2.943

Review 3.  Recent Advances in the Synthesis of Spiroheterocycles via N-Heterocyclic Carbene Organocatalysis.

Authors:  Yue Liu; Xiang Zhang; Rong Zeng; Ying Zhang; Qing-Song Dai; Hai-Jun Leng; Xiao-Jun Gou; Jun-Long Li
Journal:  Molecules       Date:  2017-11-08       Impact factor: 4.411

  3 in total

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