Resin Acids. II. Cationic Cyclization of Isopimaric Acid Derivatives. Partial Synthesis of Isohibane*, 1

W Herz, D Melchior, RN Mirrington…

文献索引：Herz,W. et al. Journal of Organic Chemistry, 1965 , vol. 30, p. 1873 - 1881

全文：HTML全文

被引用次数: 9

摘要

The partial synthesis of dihydroisohibaic acid (22b) and isohibane (22f) from isop: maric acid is described. The stereochemistry of the intermediates has been elucidated. Cationic cyclization of methyl 20-hydroxy-A'-and-AB-dihydroisopimarate alkyl and arylsulfonates (8d and 9d) did not furnish derivatives of isohibane, but led to compounds of type 10 with rearrangement of the carbon skeleton.