A facile and efficient synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans via tandem cross-metathesis/thermal S(N)2' reaction: protecting-group-free synthesis of (+/-)-diospongin A.
Journal Article (Journal Article)
The tandem cross-metathesis/thermal S(N)2' reaction was explored for the facile and efficient synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans. The mildness of the thermal conditions allowed for the synthesis of 4-hydroxy-2,6-cis-tetrahydropyrans from base-sensitive substrates without the use of protecting groups. The tandem reaction enabled a protecting-group-free synthesis of (+/-)-diospongin A.
Full Text
Duke Authors
Cited Authors
- Lee, K; Kim, H; Hong, J
Published Date
- November 2009
Published In
Volume / Issue
- 11 / 22
Start / End Page
- 5202 - 5205
PubMed ID
- 19824665
Electronic International Standard Serial Number (EISSN)
- 1523-7052
International Standard Serial Number (ISSN)
- 1523-7060
Digital Object Identifier (DOI)
- 10.1021/ol902125d
Language
- eng