Literature DB >> 26102600

Enantioselective Amine-Catalyzed [4 + 2] Annulations of Allene Ketones and 2,3-Dioxopyrrolidine Derivatives: Synthesis of 4H-Pyran Derivatives.

Shuang Zhang1, Yong-Chun Luo1, Xiu-Qin Hu1, Zhu-Yin Wang2, Yong-Min Liang1, Peng-Fei Xu1.   

Abstract

An efficient cinchona alkaloid-derived amine catalyzed asymmetric [4 + 2] cycloaddition is successfully developed. 4H-Pyran fused pyrrolin-2-one products are readily obtained in moderate to high yields with good enantioselectivites by employing allene ketones and 2,3-dioxopyrrolidine derivatives as substrates.

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Year:  2015        PMID: 26102600     DOI: 10.1021/acs.joc.5b00961

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Mechanistically Inspired Route toward Hexahydro-2H-chromenes via Consecutive [4 + 2] Cycloadditions.

Authors:  Kumar Dilip Ashtekar; Xinliang Ding; Edmond Toma; Wei Sheng; Hadi Gholami; Christopher Rahn; Paul Reed; Babak Borhan
Journal:  Org Lett       Date:  2016-08-03       Impact factor: 6.005

2.  Factors Controlling the Diels-Alder Reactivity of Hetero-1,3-Butadienes.

Authors:  Song Yu; Hans M de Bruijn; Dennis Svatunek; Trevor A Hamlin; F Matthias Bickelhaupt
Journal:  ChemistryOpen       Date:  2018-11-26       Impact factor: 2.911

  2 in total

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