An expedient enantioselective strategy for the oxatetracyclic core of platensimycin.

Authors :: Kaliappan KP
Ravikumar V
Source :: Organic letters [Org Lett] 2007 Jun 07; Vol. 9 (12), pp. 2417-9. Date of Electronic Publication: 2007 May 10.
Publication Year :: 2007
Abstract: An enantioselective route for the synthesis of oxatetracyclic core of platensimycin is reported for the first time using a 5-exo-trig cyclization followed by intramolecular etherification as key reactions. The requisite dienynone for the radical cyclization is synthesized in eight steps from the Wieland-Miescher ketone employing a Claisen rearrangement.

Subjects :: Cyclization
Molecular Conformation
Stereoisomerism
Adamantane chemical synthesis
Adamantane chemistry
Aminobenzoates chemical synthesis
Aminobenzoates chemistry
Anilides chemical synthesis
Anilides chemistry

Full Text Access

Tools