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2005
Polyphenyl derivatives
Q 0700
An Asymmetric Biaryl Suzuki Cross-Coupling Reaction: Stereogenic Benzylic
as Chiral Auxiliaries. — A highly atropodiastereoselective Suzuki cross31- 100 Carbinols
-coupling reaction is achieved by use of aryl halides (I) and (IV) bearing an enantiomerically pure β-hydroxysulfoxide side chain. The selectivity is influenced by steric
effects but the oxidation state in the side chain is also important. Thus, β-hydroxysulfone (VII) as well as β-ketosulfoxide (XI) undergo the Suzuki coupling reaction with
lower diastereoselectivity. Cross- coupling of the epimer (IX) gives inferior stereoselectivity. — (BROUTIN, P.-E.; COLOBERT*, F.; Eur. J. Org. Chem. 2005, 6,
1113-1128; Lab. Stereochim., CNRS, Univ. Louis Pasteur, F-67087 Strasbourg, Fr.;
Eng.) — Mischke
2005
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