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2001
ring closure reactions
ring closure reactions
O 0130
Ionic Hydrogenation of Oxyallyl Intermediates: The Reductive
16 - 058 Nazarov Cyclization. — Nazarov cyclization of dienones (I), (V), (VIII),
and (X) in the presence of Lewis acids proceeds with subsequent hydrogen
transfer from triethylsilane to provide access to cyclopentanones (II), (VI), and
(IX) and their silyl enol ethers [cf. (IV)] depending on the work-up conditions
used. The method thus represents a novel synthetic access to highly substituted
cyclopentanones in a diastereoselective manner. — (GIESE, SOEREN; WEST,
F. G.; Tetrahedron 56 (2000) 52, 10221-10228; Dep. Chem., Univ. Utah, Salt
Lake City, UT 84112, USA; EN)
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