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
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.