Literature DB >> 17451249

Pt(II)-catalyzed synthesis of 1,2-dihydropyridines from aziridinyl propargylic esters.

Massoud Motamed1, Eric M Bunnelle, Surendra W Singaram, Richmond Sarpong.   

Abstract

Pt(II)-catalyzed cycloisomerization of aziridinyl propargylic esters affords 1,2-dihydropyridines with regiodefined installation of substituents. A mild conversion of the 1,2-dihydropyridines to the corresponding substituted pyridines as well as chirality retention from the aziridinyl propargylic ester substrates have been demonstrated.

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Year:  2007        PMID： 17451249      PMCID： PMC3384524          DOI： 10.1021/ol070658i

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


  8 in total

1.  Practical and highly regio- and stereoselective synthesis of 2-substituted dihydropyridines and piperidines: application to the synthesis of (-)-coniine.

Authors:  A B Charette; M Grenon; A Lemire; M Pourashraf; J Martel
Journal:  J Am Chem Soc       Date:  2001-11-28       Impact factor: 15.419

2.  Tetrasubstituted pyrrolidines via a tandem aza-Payne/hydroamination reaction.

Authors:  Jennifer M Schomaker; Andrea R Geiser; Rui Huang; Babak Borhan
Journal:  J Am Chem Soc       Date:  2007-03-10       Impact factor: 15.419

3.  Quantitative structure-activity relationships for 1,4-dihydropyridine calcium channel antagonists (nifedipine analogues): a quantum chemical/classical approach.

Authors:  A C Gaudio; A Korolkovas; Y Takahata
Journal:  J Pharm Sci       Date:  1994-08       Impact factor: 3.534

4.  Pt-catalyzed cyclization/1,2-migration for the synthesis of indolizines, pyrrolones, and indolizinones.

Authors:  Cameron R Smith; Eric M Bunnelle; Allison J Rhodes; Richmond Sarpong
Journal:  Org Lett       Date:  2007-02-20       Impact factor: 6.005

5.  Pt-catalyzed tandem epoxide fragmentation/pentannulation of propargylic esters.

Authors:  Brian G Pujanauski; B A Bhanu Prasad; Richmond Sarpong
Journal:  J Am Chem Soc       Date:  2006-05-31       Impact factor: 15.419

6.  Synthesis of 1,2-dihydropyridines using vinyloxiranes as masked dienolates in imino-aldol reactions.

Authors:  Bernhard Brunner; Nicole Stogaitis; Mark Lautens
Journal:  Org Lett       Date:  2006-08-03       Impact factor: 6.005

7.  Nucleophilic addition to 3-substituted pyridinium salts: expedient syntheses of (-)-L-733,061 and (-)-CP-99,994.

Authors:  Alexandre Lemire; Michel Grenon; Mehrnaz Pourashraf; André B Charette
Journal:  Org Lett       Date:  2004-09-30       Impact factor: 6.005

8.  New entries in Lewis acid-Lewis base bifunctional asymmetric catalyst: catalytic enantioselective Reissert reaction of pyridine derivatives.

Authors:  Eiko Ichikawa; Masato Suzuki; Kazuo Yabu; Matthias Albert; Motomu Kanai; Masakatsu Shibasaki
Journal:  J Am Chem Soc       Date:  2004-09-29       Impact factor: 15.419
  8 in total
  1 in total

1.  Nickel-catalyzed enantioselective arylation of pyridine.

Authors:  J Patrick Lutz; Stephen T Chau; Abigail G Doyle
Journal:  Chem Sci       Date:  2016-03-08       Impact factor: 9.825
  1 in total

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