Stereoselective synthesis of 2,6-trans-tetrahydropyran via primary diamine-catalyzed oxa-conjugate addition reaction of α,β-unsaturated ketone: total synthesis of psymberin.
Published
Journal Article
The total synthesis of psymberin was achieved employing a readily available chiral epoxide to prepare two of the three subunits in the natural product. The key reaction was a highly stereoselective organocatalytic oxa-conjugate addition reaction of α,β-unsaturated ketone catalyzed by primary diamine for the synthesis of the 2,6-trans-tetrahydropyran embedded in psymberin.
Full Text
Duke Authors
Cited Authors
- Byeon, SR; Park, H; Kim, H; Hong, J
Published Date
- November 2011
Published In
Volume / Issue
- 13 / 21
Start / End Page
- 5816 - 5819
PubMed ID
- 21988493
Pubmed Central ID
- 21988493
Electronic International Standard Serial Number (EISSN)
- 1523-7052
International Standard Serial Number (ISSN)
- 1523-7052
Digital Object Identifier (DOI)
- 10.1021/ol2024289
Language
- eng