The Chemistry of Laurenene. IX. Crystal-Structure of a Ring A Seco Keto Acid

Abstract

X-Ray crystallography has shown that the laurenene derived keto acid, 1-oxo-1,2-secolaurenan-2-oic acid (2a), exists in two distinct twist conformations in the crystal lattice. Comparison with data previously reported for a derivative of the 15-epimer (1b) provides an explanation for the extraordinary difference in reactivity between ring A seco laurenane derivatives with the 15α- and 15β-methyl stereochemistries.