Literature DB >> 27173844

Highly enantioselective synthesis of dihydrocoumarin-fused dihydropyrans via the phosphine-catalyzed [4 + 2] annulation of allenones with 3-aroylcoumarins.

Xiaoyu Han1, Huanzhen Ni, Wai-Lun Chan, Xikun Gai, Yongjiang Wang, Yixin Lu.   

Abstract

Phosphine-catalyzed [4 + 2] annulation between 3-aroylcoumarins and allenones has been developed. In the presence of a dipeptide phosphine catalyst 7, dihydrocoumarin-fused dihydropyrans were prepared in high yields and with excellent enantioselectivities.

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Year:  2016        PMID: 27173844     DOI: 10.1039/c6ob00955g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  3 in total

Review 1.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

2.  Chiral Tertiary Amine Catalyzed Asymmetric [4 + 2] Cyclization of 3-Aroylcoumarines with 2,3-Butadienoate.

Authors:  Jun-Lin Li; Xiao-Hui Wang; Jun-Chao Sun; Yi-Yuan Peng; Cong-Bin Ji; Xing-Ping Zeng
Journal:  Molecules       Date:  2021-01-18       Impact factor: 4.411

3.  Catalyst-controlled regioselectivity in phosphine catalysis: the synthesis of spirocyclic benzofuranones via regiodivergent [3 + 2] annulations of aurones and an allenoate.

Authors:  Huanzhen Ni; Zhaoyuan Yu; Weijun Yao; Yu Lan; Nisar Ullah; Yixin Lu
Journal:  Chem Sci       Date:  2017-06-12       Impact factor: 9.825

  3 in total

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