Total Synthesis of Pseudodehydrothyrsiferol

Hioki, Hideaki; Motosue, Masatoshi; Mizutani, Yasuhiko; Noda, Akira; Shimoda, Tomoaki; Kubo, Miwa; Harada, Kenichi; Fukuyama, Yoshiyasu; Kodama, Mitsuaki

doi:10.1021/ol802600n.s001

Total Synthesis of Pseudodehydrothyrsiferol

journal contribution

posted on 2009-02-05, 00:00 authored by Hideaki Hioki, Masatoshi Motosue, Yasuhiko Mizutani, Akira Noda, Tomoaki Shimoda, Miwa Kubo, Kenichi Harada, Yoshiyasu Fukuyama, Mitsuaki Kodama

An enantioselective total synthesis of pseudodehydrothyrsiferol has been accomplished. The synthetic sequence highlights formation of the highly strained tetrahydropyran C-ring by a Mitsunobu-type S_N2 reaction with an oxygen nucleophile.