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Stereoselective synthesis of 2,6-cis- and 2,6-trans-piperidines through organocatalytic aza-Michael reactions: a facile synthesis of (+)-myrtine and (-)-epimyrtine.

Publication ,  Journal Article
Ying, Y; Kim, H; Hong, J
Published in: Organic letters
February 2011

Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael reaction enabled a facile synthesis of (+)-myrtine and (-)-epimyrtine from a common substrate.

Duke Scholars

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

February 2011

Volume

13

Issue

4

Start / End Page

796 / 799

Related Subject Headings

  • Sulfur Compounds
  • Stereoisomerism
  • Quinolizines
  • Quinazolines
  • Piperidines
  • Organic Chemistry
  • Molecular Structure
  • Catalysis
  • 34 Chemical sciences
  • 03 Chemical Sciences
 
Journal cover image

Published In

Organic letters

DOI

EISSN

1523-7052

ISSN

1523-7060

Publication Date

February 2011

Volume

13

Issue

4

Start / End Page

796 / 799

Related Subject Headings

  • Sulfur Compounds
  • Stereoisomerism
  • Quinolizines
  • Quinazolines
  • Piperidines
  • Organic Chemistry
  • Molecular Structure
  • Catalysis
  • 34 Chemical sciences
  • 03 Chemical Sciences