Stereoselective total syntheses of varioxiranol B and varioxiranol C

Abstract

The enantioselective total syntheses of varioxiranol B and varioxiranol C, two naturally occurring salicyl alcohols isolated from the marine-derived fungus Emericella variecolor, have been accomplished for the first time by convergent strategies. The synthesis features rapid access to the key chiral backbone from chiral pool 2, 3-O-isopropylidene-d-ribose and the formation of styrene skeleton employing olefin cross-metathesis and the acid-catalyzed one-pot deacetylation and acetonide deprotection.