Open AccessSynthesis of Pandamarilactone-1
Author(s) -
Kang Yee Seah,
Sarah J. Macnaughton,
Jonathan W. P. Dallimore,
Jeremy Robertson
Publication year - 2014
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol4036424
Subject(s) - chemistry , furan , total synthesis , singlet oxygen , natural product , alkaloid , organic chemistry , stereochemistry , oxygen , combinatorial chemistry
The first total synthesis of pandamarilactone-1, an alkaloid of Pandanus amaryllifolius, is reported. The nine-step synthesis features furan oxidation with singlet oxygen and then spiro-N,O-acetalization and elimination to generate the natural product and further Pandanus alkaloids, pandamarilactonines A-D.