Literature DB >> 31749244

Asymmetric Synthesis of a Fused Tricyclic Hydronaphthofuran Scaffold by Desymmetric [2+2+2] Cycloaddition.

Qi Teng1, Wenxiu Mao1, Dong Chen1, Zhen Wang1, Chen-Ho Tung1, Zhenghu Xu1,2.   

Abstract

A rhodium(I)-BINAP-catalyzed highly enantioselective [2+2+2] cycloaddition of enynes with alkynes has been developed. Diverse fused tricyclic hydronaphthofuran scaffolds with three consecutive stereogenic centers were constructed in one step from easily available materials with excellent chemo-, regio-, diastereo-, and enantioselectivity. Notable features of these reactions include 100 % atom economy, very broad scope, and mild reaction conditions.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; cycloaddition; desymmetrization; homogeneous catalysis; rhodium

Year:  2019        PMID: 31749244     DOI: 10.1002/anie.201911071

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Rh(i)-catalyzed stereoselective desymmetrization of prochiral cyclohexadienones via highly exo-selective Huisgen-type [3 + 2] cycloaddition.

Authors:  Krishna Kumar Gollapelli; Vaibhav B Patil; Allam Vinaykumar; Rambabu Chegondi
Journal:  Chem Sci       Date:  2020-11-27       Impact factor: 9.825

  1 in total

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