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2005
Dioxole derivatives
R 0170
Highly Diastereoselective Arylation of (S)-Mandelic Acid Enolate: EnantioselecSynthesis of Substituted (R)-3-Hydroxy-3-phenyloxindoles and (R)-Benzylic
05- 107 tive
Acids and Synthesis of Nitrobenzophenones. — Treatment of the mandelic acid derivative (I) with aryl fluorides results in regio- and stereospecific formation of products
of type (III) and (VIII). Subsequent dioxole ring opening under different conditions
offers easy routes to optically pure 3-hydroxy-3-phenyloxindoles and benzylic acids.
Oxidative decarboxylation of the benzylic acids provides a new approach to nitrobenzophenones. The products are of synthetic and biological interest. — (BARROSO, S.;
BLAY, G.; CARDONA, L.; FERNANDEZ, I.; GARCIA, B.; PEDRO*, J. R.; J. Org.
Chem. 69 (2004) 20, 6821-6829; Dep. Quim. Org., Fac. Quim., Univ. Valencia,
E-46100 Burjassot, Valencia, Spain; Eng.) — Jannicke
2005
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