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2005
Terpenes
U 0200
23- 197
Tandem Cyclizations Involving α-Ketenyl Alkyl Radicals. New Syntheses of the
Natural Triquinanes Pentalenene and Modhephene. — The precursor (II) for racemic pentalenene (IV) is successfully prepared by tandem radical cyclization of a ketene
alkyl radical derived from selenyl ester (I). In an analogous manner the 3,3,3-propellane
ring system (VI) of modhephene (VII) is obtained by a tandem transannulation—cyclization of radical species derived from thioester (V) containing a cyclooctane ring. —
(DE BOECK, B.; HARRINGTON-FROST, N. M.; PATTENDEN*, G.; Org. Biomol.
Chem. 3 (2005) 2, 340-347; Sch. Chem., Univ. Nottingham, Nottingham NG7 2RD,
UK; Eng.) — Klein
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