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2005
Enantioselective syntheses
O 0031
Catalytic Asymmetric Synthesis of Vicinal Diamine Derivatives Through EnantioN-Allylation Using Chiral π-Allyl Pd-Catalyst. — The first example of
04- 031 selective
asymmetric desymmetrization of meso-diamine derivatives through catalytic asymmetric reaction is given. The reaction proceeds in enantioselective manner (up to
90% e.e.) affording desymmetrization products in good yields. Compound (Va) is successfully transformed to the known σ-receptor agonist (VI) in five steps. The presented
methology is extended to kinetic resolution of racemic-diamide. — (KITAGAWA, O.;
YOTSUMOTO, K.; KOHRIYAMA, M.; DOBASHI, Y.; TAGUCHI*, T.; Org. Lett. 6
(2004) 20, 3605-3607; Tokyo Univ. Pharm. Life Sci., Hachioji, Tokyo 192-03, Japan;
Eng.) — Steudel
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