Tetrahedron Letters p. 8311 - 8314 (1997)
Update date:2022-07-29
Topics:
Ishihara, Jun
Nonaka, Rie
Terasawa, Yuki
Shiraki, Ryota
Yabu, Kazuo
Kataoka, Hiromi
Ochiai, Yuichi
Tadano, Kin-Ichi
Total synthesis of (-)-verrucarol (1) was achieved starting from D- glucose-derived bicyclic lactone 4 through 1) a stereoselective asymmetric quaternization of the α-carbon of the lactone, 2) Diechmann cyclization for access to the C-ring equivalent, 3) a skeletal rearrangement for the trichothecene ring system, and 4) the final stereoselective epoxidation of an exo-methylene group.
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(1998)Doi:10.1016/S0040-4020(97)10230-7
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(1998)Doi:10.1016/j.jorganchem.2019.120944
(2019)