Concepedia

Publication | Closed Access

First Enantioselective Synthesisof a Hydroxyindolizidine Alkaloid from the Ant <i>Myrmicariamelanogaster</i>

DOI

15

Citations

0

References

2008

Year

Naoki Toyooka, De‐Jun Zhou, Hideo Nemoto, Yasuhiro Tezuka, Shigetoshi Kadota, Tappey H. Jones, H. Martin Garraffo, Thomas F. Spande, John W. Daly
Synlett

Abstract

The first enantioselective synthesis of the recently reported ant alkaloid 1 has been achieved starting from commercially available lactam 3 in seven steps and 25% overall yield. The proposed structure of the natural product was confirmed by comparison with synthetic 1 and its absolute configuration established as 3S,5R,8S,9S.