Format:
Online-Ressource
ISSN:
1099-0690
Content:
Abstract: The stereoselective syntheses of synargentolide B and its three stereoisomers have been accomplished from l‐(+)‐ and d‐(–)‐diethyl tartrates, d‐ribose, and d‐mannitol as chiral pool starting materials. The key step was a tandem ring‐closing/cross‐metathesis reaction in which lactone formation and fragment coupling were accomplished in one pot. The spectroscopic data of synthetic product 2c were in agreement with those reported for the natural product. Synargentolide B isolated by Rivett et al. and the compound isolated by Pereda‐Miranda et al. are not diastereomers, but rather they are identical.
In:
volume:2013
In:
number:22
In:
year:2013
In:
pages:4870-4878
In:
extent:9
In:
European journal of organic chemistry, Weinheim : Wiley-VCH Verl., 1998-, 2013, Heft 22 (2013), 4870-4878 (gesamt 9), 1099-0690
Language:
English
DOI:
10.1002/ejoc.201300434
URN:
urn:nbn:de:101:1-2023020306270808075591
URL:
https://doi.org/10.1002/ejoc.201300434
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2023020306270808075591
URL:
https://d-nb.info/1279959355/34
URL:
https://doi.org/10.1002/ejoc.201300434