Literature DB >> 10956513

Palladium(II)-catalyzed cyclization of urethanes and total synthesis of 1-deoxymannojirimycin.

H Yokoyama1, K Otaya, H Kobayashi, M Miyazawa, S Yamaguchi, Y Hirai.   

Abstract

The palladium(II)-catalyzed cyclization of the urethane 8, which was derived from D-mannitol, gave the cyclic compound 9 with excellent diastereoselectivity. During these transformations, the Pd(II) species are not reduced and thus the catalyst can recycle without its reoxidation. The cycloadduct 9 was converted to 1-deoxymannojirimycin.

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Year:  2000        PMID: 10956513     DOI: 10.1021/ol0060432

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


  4 in total

1.  Gold(I)-catalyzed intramolecular amination of allylic alcohols with alkylamines.

Authors:  Paramita Mukherjee; Ross A Widenhoefer
Journal:  Org Lett       Date:  2011-02-11       Impact factor: 6.005

2.  Stereocontrolled synthesis of bicyclic ureas and sulfamides via Pd-catalyzed alkene carboamination reactions.

Authors:  Nicholas R Babij; Jordan R Boothe; Grace M McKenna; Ryan M Fornwald; John P Wolfe
Journal:  Tetrahedron       Date:  2019-04-20       Impact factor: 2.457

3.  Palladium(ii)-catalyzed synthesis of indenones through the cyclization of benzenecarbaldehydes with internal alkynes.

Authors:  Jajula Kashanna; Rathod Aravind Kumar; Ravada Kishore
Journal:  RSC Adv       Date:  2019-10-02       Impact factor: 4.036

4.  Stereocontrolled synthesis of bicyclic sulfamides via Pd-catalyzed alkene carboamination reactions. Control of 1,3-asymmetric induction by manipulating mechanistic pathways.

Authors:  Nicholas R Babij; Grace M McKenna; Ryan M Fornwald; John P Wolfe
Journal:  Org Lett       Date:  2014-06-11       Impact factor: 6.005

  4 in total

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