919103-36-9Relevant academic research and scientific papers
Total synthesis of (±)-hedychenone: Trimethyldecalin terpene systems via stepwise allenoate diene cycloaddition
Jung, Michael E.,Murakami, Masayuki
, p. 5857 - 5859 (2006)
(Diagram presented) The total synthesis of hedychenone 1 is described. The cycloaddition of the hindered diene 2 and the allenecarboxylate 3 has been shown conclusively to proceed via the [2+2] cycloadduct 5 to give a 2:1 mixture of the desired formal Diels-Alder adducts, the exo and endo isomers 4xn and is thus a stepwise [4+2] cycloaddition. The exo isomer 4x was converted in four steps (reduction, oxidation, olefination, and desilylation) into hedychenone 1.
Total synthesis of (±)-hedychilactone B: Stepwise allenoate diene cycloaddition to prepare trimethyldecalin systems
Jung, Michael E.,Murakami, Masayuki
, p. 461 - 463 (2008/02/01)
The total synthesis of the diterpene hedychilactone B 1 is reported. The exo adduct 4x, the major product of the stepwise [4+2] cycloaddition of the diene 2 and the allenoate 3, has been converted into 1 via 7 steps, among them a key nonconjugative hydrol
