A Formal Synthesis of Psymberin
- 24 February 2007
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 9 (6) , 1093-1096
- https://doi.org/10.1021/ol063143k
Abstract
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. [structure: see text]Keywords
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