Details
| Original language | English |
|---|---|
| Pages (from-to) | 1489-1492 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 9 |
| Issue number | 8 |
| Publication status | Published - 23 Mar 2007 |
Abstract
Equation Presented The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic Letters, Vol. 9, No. 8, 23.03.2007, p. 1489-1492.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Chemoenzymatic approaches toward dechloroansamitocin P-3
AU - Meyer, Axel
AU - Brünjes, Marco
AU - Taft, Florian
AU - Frenzel, Thomas
AU - Sasse, Florenz
AU - Kirschning, Andreas
PY - 2007/3/23
Y1 - 2007/3/23
N2 - Equation Presented The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.
AB - Equation Presented The enantioselective total synthesis of proansamitocin, a key biosynthetic intermediate of the highly potent antitumor agent ansamitocin P-3, is described which bears a diene-ene RCM as the key macrocyclization step. Feeding of proansamitocin to an AHBA block mutant Actinosynnema pretiosum (HGF073) yielded ansamitocin P-3 as well as dechloroansamitocin P-3, the latter also being formed upon fermentation in the presence of 3-amino-5-methoxybenzoic acid.
UR - http://www.scopus.com/inward/record.url?scp=34247513512&partnerID=8YFLogxK
U2 - 10.1021/ol0702270
DO - 10.1021/ol0702270
M3 - Article
C2 - 17378571
AN - SCOPUS:34247513512
VL - 9
SP - 1489
EP - 1492
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 8
ER -