Total synthesis of (-)-mniopetal E, a novel biologically intriguing drimane sesquiterpenoid

Authors
Suzuki, Y Nishimaki, R Ishikawa, M Murata, T Takao, K Tadano, K
Citation
Y. Suzuki et al., Total synthesis of (-)-mniopetal E, a novel biologically intriguing drimane sesquiterpenoid, TETRAHEDR L, 40(44), 1999, pp. 7835-7838
Citations number
7
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
44
Year of publication
1999
Pages
7835 - 7838
Database
ISI
SICI code
0040-4039(19991029)40:44<7835:TSO(EA>2.0.ZU;2-J
Abstract
Total synthesis of (-)-mniopetal E, the common skeleton of the biologically intriguing mniopetals A-D, was accomplished for the first time. The key st ep of the total synthesis was stereoselective intramolecular Diels-Alder re action for construction of the octahydronaphthalene core structure. Our tot al synthesis as natural enantiomeric form established the unsettled absolut e stereochemistry of the antibiotic. (C) 1999 Elsevier Science Ltd. All rig hts reserved.