Literature DB >> 12558391

Efficient ring-opening reaction of epoxides and aziridines promoted by tributylphosphine in water.

Ren-Hua Fan1, Xue-Long Hou.   

Abstract

Tributylphosphine was found to be an effective promoting reagent for the ring-opening reaction of various epoxides and aziridines with nucleophile to produce corresponding anti-bifunctional products in moderate to excellent yields in water.

Entities:  

Year:  2003        PMID： 12558391     DOI： 10.1021/jo025983s

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


  12 in total

1.  Unified total synthesis of pteriatoxins and their diastereomers.

Authors:  Fumiyoshi Matsuura; René Peters; Masahiro Anada; Scott S Harried; Junliang Hao; Yoshito Kishi
Journal:  J Am Chem Soc       Date:  2006-06-14       Impact factor: 15.419

Review 2.  Phosphine Organocatalysis.

Authors:  Hongchao Guo; Yi Chiao Fan; Zhanhu Sun; Yang Wu; Ohyun Kwon
Journal:  Chem Rev       Date:  2018-09-27       Impact factor: 60.622

3.  Total synthesis and stereochemistry of pinnatoxins B and C.

Authors:  Fumiyoshi Matsuura; Junliang Hao; Reinhard Reents; Yoshito Kishi
Journal:  Org Lett       Date:  2006-07-20       Impact factor: 6.005

4.  Chiral epoxides via borane reduction of 2-haloketones catalyzed by spiroborate ester: application to the synthesis of optically pure 1,2-hydroxy ethers and 1,2-azido alcohols.

Authors:  Kun Huang; Haiyang Wang; Viatcheslav Stepanenko; Melvin De Jesús; Carilyn Torruellas; Wildeliz Correa; Margarita Ortiz-Marciales
Journal:  J Org Chem       Date:  2011-02-04       Impact factor: 4.354

5.  Ring-opening of aziridine-2-carboxamides with carbohydrate C1-O-nucleophiles. Stereoselective preparation of alpha- and beta-O-glycosyl serine conjugates.

Authors:  Daniel A Ryan; David Y Gin
Journal:  J Am Chem Soc       Date:  2008-10-25       Impact factor: 15.419

6.  A practical and efficient route for the highly enantioselective synthesis of mexiletine analogues and novel beta-thiophenoxy and pyridyl ethers.

Authors:  Kun Huang; Margarita Ortiz-Marciales; Viatcheslav Stepanenko; Melvin De Jesús; Wildeliz Correa
Journal:  J Org Chem       Date:  2008-08-09       Impact factor: 4.354

7.  Evolution of the total syntheses of ustiloxin natural products and their analogues.

Authors:  Pixu Li; Cory D Evans; Yongzhong Wu; Bin Cao; Ernest Hamel; Madeleine M Joullié
Journal:  J Am Chem Soc       Date:  2008-01-30       Impact factor: 15.419

8.  Spiroborate ester-mediated asymmetric synthesis of beta-hydroxy ethers and its conversion to highly enantiopure beta-amino ethers.

Authors:  Kun Huang; Margarita Ortiz-Marciales; Wildeliz Correa; Edgardo Pomales; Xaira Y López
Journal:  J Org Chem       Date:  2009-06-05       Impact factor: 4.354

9.  (1S,2R,4S)-1-[(Benzyl-amino)-meth-yl]-4-(prop-1-en-2-yl)cyclo-hexane-1,2-diol.

Authors:  Rachid Outouch; Brahim Boualy; Mustapha Ait Ali; Larbi El Firdoussi; Corrado Rizzoli
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-12-18

Review 10.  Organocatalyzed enantioselective desymmetrization of aziridines and epoxides.

Authors:  Ping-An Wang
Journal:  Beilstein J Org Chem       Date:  2013-08-15       Impact factor: 2.883
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