Literature DB >> 16776507

Proline-catalyzed diastereoselective direct aldol reaction between 4-oxoazetidine-2-carbaldehydes and ketones.

Benito Alcaide1, Pedro Almendros, Amparo Luna, M Rosario Torres.   

Abstract

The reaction of enantiopure 4-oxoazetidine-2-carbaldehydes with unmodified ketones was catalyzed by L-proline as well as by D-proline, to give the corresponding gamma-amino-beta-hydroxy ketones with good yields and diastereoselectivities. The obtained results implied that (2R,3R)-4-oxoazetidine-2-carbaldehydes and L-proline are a matched pair for diastereoselective induction.

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Year:  2006        PMID: 16776507     DOI: 10.1021/jo0604235

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


  4 in total

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Journal:  Molecules       Date:  2011-05-04       Impact factor: 4.411

2.  Sonochemistry in an organocatalytic domino reaction: an expedient multicomponent access to structurally functionalized dihydropyrano[3,2-b]pyrans, spiro-pyrano[3,2-b]pyrans, and spiro-indenoquinoxaline-pyranopyrans under ambient conditions.

Authors:  Biplob Borah; Jahnu Bora; Pambala Ramesh; L Raju Chowhan
Journal:  RSC Adv       Date:  2022-04-28       Impact factor: 4.036

3.  An efficient, mild and metal free l-proline catalyzed construction of fused pyrimidines under microwave conditions in water.

Authors:  Manvendra S Kaurav; Pramod K Sahu; Praveen K Sahu; Mouslim Messali; Saud M Almutairi; Puran L Sahu; Dau D Agarwal
Journal:  RSC Adv       Date:  2019-02-04       Impact factor: 4.036

4.  An efficient one-pot synthesis of pyrano[3,2-c]quinolin-2,5-dione derivatives catalyzed by L-proline.

Authors:  Songlei Zhu; Jing Wang; Zhou Xu; Jie Li
Journal:  Molecules       Date:  2012-11-22       Impact factor: 4.411

  4 in total

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