Biomimetic synthesis of marine sponge metabolite spiculoic acid A and establishment of the absolute configuration of the natural product.
The synthesis of spiculoic acid A (1) using a biomimetic Diels-Alder reaction is described; comparison of the specific rotation of the natural and synthetic material revealed that the enantiomer of the natural product has been synthesized.
Kirkham
James E D
JE
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, UK OX1 3TA.
Lee
Victor
V
Baldwin
Jack E
JE
D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation
D002264:Carboxylic Acids; D007189:Indans; C490145:spiculoic acid A