Journal
ORGANIC LETTERS
Volume 9, Issue 6, Pages 1093-1096Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol063143k
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A formal synthesis of psymberin (irciniastatin A) is presented. Notable features of the synthesis include the chemo-, regio-, and stereoselective oxidation of a 1,3-disubstituted allene, a configuration-dependent spirodiepoxide opening, the efficient syntheses of functionalized trans-2,6-disubstituted pyrans, and the union of a highly functionalized aldehyde with a pentasubstituted aryl homoenolate to give a dihydroisocumarin.
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