Literature DB >> 25373596

Trienamine-mediated asymmetric [4+2]-cycloaddition of α,β-unsaturated ester surrogates applying 4-nitro-5-styrylisoxazoles.

Yang Li1, Francisco Javier López-Delgado, Danny Kaare Bech Jørgensen, Rune Pagh Nielsen, Hao Jiang, Karl Anker Jørgensen.   

Abstract

Highly enantioselective organocatalytic [4+2]-cycloaddition of in situ generated trienamines with 4-nitro-5-styrylisoxazoles as α,β-unsaturated ester surrogates is presented. The synthetic utility of this strategy is demonstrated by transforming the formed cycloadducts into optically active carboxylates.

Entities:  

Year:  2014        PMID: 25373596     DOI: 10.1039/c4cc08171d

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


  3 in total

1.  Organocatalytic one-pot 1,4-/1,6-/1,2-addition sequence for the stereocontrolled formation of six consecutive stereocenters.

Authors:  Pankaj Chauhan; Suruchi Mahajan; Gerhard Raabe; Dieter Enders
Journal:  Chem Commun (Camb)       Date:  2015-02-11       Impact factor: 6.222

2.  Strategies for remote enantiocontrol in chiral gold(iii) complexes applied to catalytic enantioselective γ,δ-Diels-Alder reactions.

Authors:  Jolene P Reid; Mingyou Hu; Susumu Ito; Banruo Huang; Cynthia M Hong; Hengye Xiang; Matthew S Sigman; F Dean Toste
Journal:  Chem Sci       Date:  2020-03-19       Impact factor: 9.825

3.  Allylic-Allylic Alkylation with 3,5-Dimethyl-4-nitroisoxazole: A Route to Dicarboxylic Acid Derivatives.

Authors:  Dorota Kowalczyk-Dworak; Marcin Kwit; Łukasz Albrecht
Journal:  J Org Chem       Date:  2020-02-20       Impact factor: 4.354

  3 in total

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