Nonenzymatic Kinetic Resolution of 1,2-Diols Catalyzed by an Organotin Compound

A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed hig...

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Veröffentlicht in:Organic letters 1999-10, Vol.1 (7), p.969-972
Hauptverfasser: Iwasaki, Fumiaki, Maki, Toshihide, Nakashima, Waka, Onomura, Osamu, Matsumura, Yoshihiro
Format: Artikel
Sprache:eng
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Zusammenfassung:A new nonenzymatic kinetic resolution method of 1,2-diols 1 using chiral organotin catalyst A with benzoyl chloride was developed. A remarkable effect due to an inorganic base such as sodium carbonate and a small portion of water on the ee of the main products 2 was observed. The reaction showed high enantio- and chemoselectivities to 1,2-diols 1.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9908373