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2005
Addition reactions
O 0060
A New Synthesis of Amides and γ-Lactones Based on the Conjugate Addition of
Enolate of Amides to 1-Chlorovinyl p-Tolyl Sulfoxides. — Adducts of
14- 032 Lithium
type (III), (X), and (XIV) derived from the title reaction are converted into amides in
high overall yields by successive reduction of the chlorine and sulfinyl groups. γ-Lactones are obtained via Pummerer-type cyclization followed by reduction of the tolylsulfanyl group. The latter method represents a new route to γ-lactones having a tertiary
or a quaternary carbon at the β-position. — (SATOH*, T.; KAMIDE, Y.;
SUGIYAMA, S.; Tetrahedron 60 (2004) 51, 11805-11812; Dep. Chem., Fac. Sci., Sci.
Univ. Tokyo, Shinjuku, Tokyo 162, Japan; Eng.) — Klein
2005
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