110202-09-0Relevant articles and documents
Total synthesis of manoalide
Coombs,Lattmann,Hoffmann
, p. 1367 - 1371 (2007/10/03)
Me3Al/AlCl3-mediated hetero-Diels-Alder (HDA) additions of 2-silyloxy-1,3-dienes to formylated butenolide 6 containing a protected hydroxy function afford, in one step, a variety of pyranofuranones including manoalide precursor 16, which is a stable monoprotected seco-manoalide.
Two Syntheses of Manoalide via Heteroatom-Assisted Alkyne Carbometallation
Bury, Paul,Hareau, Georges,Kocienski, Philip,Dhanak, Dashyant
, p. 8793 - 8808 (2007/10/02)
Two approaches to the sesterterpenoid phospholipase A2 inhibitors seco-manoalide (3) and manoalide (1) are described based on carbometallation of propargylic alcohols to generate the functionalised C6-C7 trisubstituted alkene.Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted 5-hydroxy-2(5H)-furanone moiety.
SYNTHESIS OF (S)-MANOALIDE DIOL AND THE ABSOLUTE CONFIGURATION OF NATURAL MANOALIDE
Amoo, Victor Ekow,Bernardo, Silvano De,Weigele, Manfred
, p. 2401 - 2404 (2007/10/02)
A synthesis of (S)-manoalide diol (2a) has been achieved using 2-deoxy-D-ribose as starting material to unequivocally supply the stereochemistry.Reduction of natural manoalide afforded enantiomeric manoalide diol 2b.Thus, the absolute configuration of man