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Kinetic resolution of secondary alcohols by the combination of a chiral Brønsted acid, DABCO, and acetyl chloride.

Hiroki Mandai, Kyouta Murota, Koichi Mitsudo, Seiji Suga

Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, 3-1-1 Tsushima-naka, Kita-ku, Okayama 700-8530, Japan. mandai@cc.okayama-u.ac.jp

Organic letters 2012 Jul 6


filter terms:
  • acetic acids (2)
  • acetyl chloride (3)
  • chlorides (2)
  • dabco (3)
  • kinetic (3)
  • molecular structure (1)
  • phosphoric acids (2)
  • piperazines (2)
  • stereoisomerism (1)
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    An efficient and simple protocol for the kinetic resolution of secondary alcohols is presented. The new system is based on a combination of chiral Brønsted acid, DABCO, and acetyl chloride and gives various enantioenriched alcohols with selectivity factors up to 105.

    Citation

    Hiroki Mandai, Kyouta Murota, Koichi Mitsudo, Seiji Suga. Kinetic resolution of secondary alcohols by the combination of a chiral Brønsted acid, DABCO, and acetyl chloride. Organic letters. 2012 Jul 6;14(13):3486-9

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    PMID: 22734845

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