STEREOSELECTIVE SYNTHESIS OF ALCOHOLS - LII - SYNTHESIS OF THE C-10 TO C-18 PART OF THE MYCALAMIDES

Citation
S. Breitfelder et al., STEREOSELECTIVE SYNTHESIS OF ALCOHOLS - LII - SYNTHESIS OF THE C-10 TO C-18 PART OF THE MYCALAMIDES, Synthesis, 1998, pp. 468-478
Citations number
48
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Year of publication
1998
Pages
468 - 478
Database
ISI
SICI code
0039-7881(1998):<468:SSOA-L>2.0.ZU;2-X
Abstract
A synthesis of the right hand fragment, C-10 to C-18, of mycalamide B is described using three stereogenic centers of D-arabinose. This synt hesis profits from the peculiar conformational properties of the triox a-cis-decalin ring system, which has a high tendency to populate an O- proximal conformation. The described synthesis supersedes earlier atte mpts to reach the right hand fragment of the mycalamides from the C-10 -epi-series.