Synthesis of the C(1)-C(25) fragment of amphidinol 3: application of the double-allylboration reaction for synthesis of 1,5-diols.
[structure: see text] A synthesis of the C(1)-C(25) fragment of amphidinol 3 is described. The synthesis features two applications of double allylboration reaction methodology for the highly stereoselective synthesis of 1,5-diol units in the C(1)-C(15) segment.
Flamme
Eric M
EM
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055, USA.
Roush
William R
WR
D000438:Alcohols / Q000138:chemical synthesis*; D000475:Alkenes / Q000138:chemical synthesis*; D000818:Animals; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D004141:Dinoflagellida / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis*; D013237:Stereoisomerism; D000095722:Amphidinols
D000438:Alcohols; D000475:Alkenes; D001896:Boron Compounds; D011714:Pyrans; C438973:amphidinol 3; D000095722:Amphidinols