Literature DB >> 17385874

Asymmetric synthesis of 2H-azirine 3-carboxylates.

Franklin A Davis1, Jianghe Deng.   

Abstract

[reaction: see text] Dehydrochlorination of methyl 2-chloroaziridine 2-carboxylates generates the first examples of enantiopure 2-substituted 2H-azirine 3-carboxylates which undergo the aza Diels-Alder reaction with dienes to give bicyclic and tricyclic aziridines in good yields.

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Year:  2007        PMID： 17385874      PMCID： PMC2533708          DOI： 10.1021/ol070365p

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Synthesis of 2-chloro-2-imidoylaziridines via aza-Darzens-type reaction of 3,3-dichloro-1-azaallylic anions and N-(arylsulfonyl)imines.

Authors:  Nicola Giubellina; Sven Mangelinckx; Karl W Törnroos; Norbert De Kimpe
Journal:  J Org Chem       Date:  2006-08-04       Impact factor: 4.354

2.  2H-Azirine 3-phosphonates: a new class of chiral iminodienophiles. Asymmetric synthesis of quaternary piperidine phosphonates.

Authors:  Franklin A Davis; Yongzhong Wu; Hongxing Yan; Kavirayani R Prasad; William McCoull
Journal:  Org Lett       Date:  2002-02-21       Impact factor: 6.005

3.  Asymmetric synthesis of anti- and syn-2,3-diamino esters using sulfinimines. Water and concentration effects.

Authors:  Franklin A Davis; Yanfeng Zhang; Hui Qiu
Journal:  Org Lett       Date:  2007-01-30       Impact factor: 6.005

Review 4.  Adventures in sulfur-nitrogen chemistry.

Authors:  Franklin A Davis
Journal:  J Org Chem       Date:  2006-11-24       Impact factor: 4.354

5.  Asymmetric Synthesis of 2H-Azirine 2-Carboxylate Esters.

Authors:  Franklin A. Davis; Hu Liu; Chang-Hsing Liang; G. Venkat Reddy; Yulian Zhang; Tianan Fang; Donald D. Titus
Journal:  J Org Chem       Date:  1999-11-26       Impact factor: 4.354

6.  Investigation of Lewis acid-catalyzed asymmetric aza-Diels-Alder reactions of 2H-azirines.

Authors:  Asa Sjöholm Timén; Peter Somfai
Journal:  J Org Chem       Date:  2003-12-26       Impact factor: 4.354
  6 in total
  2 in total

1.  Three-component synthesis of highly functionalized aziridines containing a peptide side chain and their one-step transformation into β-functionalized α-ketoamides.

Authors:  Lena Huck; Juan F González; Elena de la Cuesta; J Carlos Menéndez
Journal:  Beilstein J Org Chem       Date:  2016-08-08       Impact factor: 2.883

Review 2.  Applications of aryl-sulfinamides in the synthesis of N-heterocycles.

Authors:  Rose Mary Philip; G S Susan Treesa; Salim Saranya; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-06-08       Impact factor: 4.036
  2 in total

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