Biomimetic synthesis of (-)-longithorone A.
An enantioseletive, biomimetic synthesis of (-)-longithorone A has been achieved using an intermolecular/transannular Diels-Alder sequence which provides some support for the proposed biosynthesis. The cycloaddition precursors were two [12]-paracyclophanes that were constructed with atropisomer control during ene-yne metathesis macrocyclizations.
Layton
Mark E
ME
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138,USA.
Morales
Carl A
CA
Shair
Matthew D
MD
D001685:Biological Factors / Q000138:chemical synthesis*; D001952:Bridged-Ring Compounds / Q000138:chemical synthesis*; D018716:Molecular Mimicry; D011083:Polycyclic Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D001685:Biological Factors; D001952:Bridged-Ring Compounds; D011083:Polycyclic Compounds; C451180:longithorone A