Rearrangements of methyl 9β-hydroxy-11-oxo-(-)-kauran-19-oate to diterpene skeletons with new ring systems

Journal Article (Journal Article)

On treatment with boron trifluoride etherate-acetic anydride-acetic acid, the 9β-hydroxy-11-oxo derivative 1c of methyl(-)-kaur-9(11)-en-19-oate did not form a pinacolic type of rearrangement product (B-homo derivative), but instead it yielded compounds 2 and 3. With boron trifluoride etherate-acetic anhydride, however, compound 1c underwent a profound backbone rearrangement leading to the formation of compound 4a. © 1991.

Full Text

Duke Authors

Cited Authors

  • Nakano, T; Aracelis Maillo, M; Usubillaga, A; McPhail, AT; McPhail, DR

Published Date

  • December 23, 1991

Published In

Volume / Issue

  • 32 / 52

Start / End Page

  • 7667 - 7670

International Standard Serial Number (ISSN)

  • 0040-4039

Digital Object Identifier (DOI)

  • 10.1016/0040-4039(91)80560-S

Citation Source

  • Scopus