Literature DB >> 19724818

Catalytic enantioselective 1,3-dipolar cycloadditions of alkyl diazoacetates with alpha,beta-disubstituted acroleins.

Lizhu Gao1, Geum-Sook Hwang, Mi Young Lee, Do Hyun Ryu.   

Abstract

A catalytic route to highly functionalized chiral 2-pyrazolines by an asymmetric 1,3-dipolar cycloaddition reaction of ethyl diazoacetate with alpha-substituted and alpha,beta-disubstituted acroleins has been developed; in the presence of chiral (S)-oxazaborolidinium ion as catalyst, the reaction proceeded with high to excellent enantioselectivities (up to 99% ee).

Entities:  

Year:  2009        PMID： 19724818     DOI： 10.1039/b910321j

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  4 in total

1.  Cinchona alkaloid catalyzed enantioselective amination of α,β-unsaturated ketones: an asymmetric approach to Δ2-pyrazolines.

Authors:  Nathaniel R Campbell; Bingfeng Sun; Ravi P Singh; Li Deng
Journal:  Adv Synth Catal       Date:  2011-11-01       Impact factor: 5.837

2.  Predicting Absolute Rate Constants for Huisgen Reactions of Unsaturated Iminium Ions with Diazoalkanes.

Authors:  Jingjing Zhang; Quan Chen; Robert J Mayer; Jin-Dong Yang; Armin R Ofial; Jin-Pei Cheng; Herbert Mayr
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-11       Impact factor: 15.336

3.  Formal [4 + 1] cycloaddition of in situ generated 1,2-diaza-1,3-dienes with diazo esters: facile approaches to dihydropyrazoles containing a quaternary center.

Authors:  Bo Chen; Wen-Dao Chu; Quan-Zhong Liu
Journal:  RSC Adv       Date:  2019-01-11       Impact factor: 4.036

4.  Direct catalytic asymmetric synthesis of pyrazolidine derivatives.

Authors:  Luca Deiana; Gui-Ling Zhao; Hans Leijonmarck; Junliang Sun; Christian W Lehmann; Armando Córdova
Journal:  ChemistryOpen       Date:  2012-06-21       Impact factor: 2.911
  4 in total

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