Abstract
Total synthesis of (-)-mniopetal E, the common skeleton of the biologically intriguing mniopetals A-D, was accomplished for the first time. The key step of the total synthesis was stereoselective intramolecular Diels-Alder reaction for construction of the octahydronaphthalene core structure. Our total synthesis as natural enantiomeric form established the unsettled absolute stereochemistry of the antibiotic.
| Original language | English |
|---|---|
| Pages (from-to) | 7835-7838 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 40 |
| Issue number | 44 |
| DOIs | |
| Publication status | Published - 1999 Oct 29 |
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Keywords
- Biologically active compounds
- Diels-Alder reactions
- Terpenoids
ASJC Scopus subject areas
- Biochemistry
- Organic Chemistry
- Drug Discovery
Cite this
Total synthesis of (-)-mniopetal E, a novel biologically intriguing drimane sesquiterpenoid. / Suzuki, Yoshikazu; Nishimaki, Ryoko; Ishikawa, Makoto; Murata, Takeshi; Takao, Kenichi; Tadano, Kin ichi.
In: Tetrahedron Letters, Vol. 40, No. 44, 29.10.1999, p. 7835-7838.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Total synthesis of (-)-mniopetal E, a novel biologically intriguing drimane sesquiterpenoid
AU - Suzuki, Yoshikazu
AU - Nishimaki, Ryoko
AU - Ishikawa, Makoto
AU - Murata, Takeshi
AU - Takao, Kenichi
AU - Tadano, Kin ichi
PY - 1999/10/29
Y1 - 1999/10/29
N2 - Total synthesis of (-)-mniopetal E, the common skeleton of the biologically intriguing mniopetals A-D, was accomplished for the first time. The key step of the total synthesis was stereoselective intramolecular Diels-Alder reaction for construction of the octahydronaphthalene core structure. Our total synthesis as natural enantiomeric form established the unsettled absolute stereochemistry of the antibiotic.
AB - Total synthesis of (-)-mniopetal E, the common skeleton of the biologically intriguing mniopetals A-D, was accomplished for the first time. The key step of the total synthesis was stereoselective intramolecular Diels-Alder reaction for construction of the octahydronaphthalene core structure. Our total synthesis as natural enantiomeric form established the unsettled absolute stereochemistry of the antibiotic.
KW - Biologically active compounds
KW - Diels-Alder reactions
KW - Terpenoids
UR - http://www.scopus.com/inward/record.url?scp=0033615781&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0033615781&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(99)01631-7
DO - 10.1016/S0040-4039(99)01631-7
M3 - Article
AN - SCOPUS:0033615781
VL - 40
SP - 7835
EP - 7838
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 44
ER -