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Total Synthesis of (−)-Verrucarol 1

✍ Scribed by Ishihara, Jun; Nonaka, Rie; Terasawa, Yuki; Shiraki, Ryota; Yabu, Kazuo; Kataoka, Hiromi; Ochiai, Yuichi; Tadano, Kin-ichi

Book ID
121828359
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
246 KB
Volume
63
Category
Article
ISSN
0022-3263

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Total synthesis of (-)-verruearol (1) was achieved starling from D-glucose-derived bicyclic lactone 4 through l) a stereoselective asymmetric quatemization of the a-carbon of the lactone, 2) Dieckmann cyclization for access to the C-ring equivalent, 3) a skeletal rearrangement for the trichothecene