Synthesis of luminacin D.
The total synthesis of luminacin D (1) is reported on the basis of two aldol reactions to form the carbohydrate sector, aldehyde 30. Reaction of aldehyde 30 with the aryllithium intermediate derived from aryl iodide 38, cleavage of the silyl ether, and oxidation led to keto aldehyde 41. This advanced intermediate could be converted to luminacin 1 and its 6',8'-epimer.
Jogireddy
Rajamalleswaramma
R
Institut für Organische Chemie, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany.
Maier
Martin E
ME
D000447:Aldehydes / Q000737:chemistry; D001547:Benzaldehydes / Q000138:chemical synthesis*; D002625:Chemistry, Organic / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D013141:Spiro Compounds / Q000138:chemical synthesis*
D000447:Aldehydes; D001547:Benzaldehydes; D013141:Spiro Compounds; C413565:luminacin D