Format:
Online-Ressource
ISSN:
1099-0690
Content:
Abstract: A highly stereoselective synthesis of the C1–C14 macrolactone core of the cytotoxic macrolide (–)‐callipeltoside A has been achieved by utilizing an anti‐selective aldol reaction and Wittig olefination to introduce an (E)‐trisubstituted alkene, chemoselective diisobutylaluminum hydride (DIBAL‐H) reduction of the 2,3‐epoxy tosylate to install the C13 stereocenter, and intramolecular trapping of the acyl‐ketene intermediate by the C13 hydroxy group as key steps.
In:
volume:2012
In:
number:10
In:
year:2012
In:
pages:2062-2071
In:
extent:10
In:
European journal of organic chemistry, Weinheim : Wiley-VCH Verl., 1998-, 2012, Heft 10 (2012), 2062-2071 (gesamt 10), 1099-0690
Language:
English
DOI:
10.1002/ejoc.201101635
URN:
urn:nbn:de:101:1-2023022406154039776024
URL:
https://doi.org/10.1002/ejoc.201101635
URL:
https://nbn-resolving.org/urn:nbn:de:101:1-2023022406154039776024
URL:
https://d-nb.info/1281836389/34
URL:
https://doi.org/10.1002/ejoc.201101635
