Literature DB >> 25893317

Enantioselective Synthesis of Dihydropyran-Fused Indoles through [4+2] Cycloaddition between Allenoates and 3-Olefinic Oxindoles.

Feng Wang1, Zhen Li1, Jie Wang1, Xin Li1, Jin-Pei Cheng1.   

Abstract

A highly enantioselective [4+2] annulation with respect to allenoates and 3-olefinic oxindoles catalyzed by Lewis base was reported, which proved to be an efficient way to synthesize chiral dihydropyran-fused indoles. The cycloaddition products were generally obtained in high yields (up to 98%) with very good enantioselectivities (up to 94% enantiomeric excess).

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Year:  2015        PMID: 25893317     DOI: 10.1021/acs.joc.5b00212

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


  3 in total

1.  Novel base-initiated cascade reactions of hemiindigos to produce dipolar γ-carbolines and indole-fused pentacycles.

Authors:  V S Velezheva; O L Babii; A A Khodak; E A Alekseeva; Yu V Nelyubina; I A Godovikov; A S Peregudov; K B Majorov; B V Nikonenko
Journal:  RSC Adv       Date:  2019-12-13       Impact factor: 4.036

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

Review 3.  Cupreines and cupreidines: an established class of bifunctional cinchona organocatalysts.

Authors:  Laura A Bryant; Rossana Fanelli; Alexander J A Cobb
Journal:  Beilstein J Org Chem       Date:  2016-03-07       Impact factor: 2.883

  3 in total

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