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Synlett 1996; 1996(11): 1112-1114
DOI: 10.1055/s-1996-5691
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Carbonyl-Ene Approach to the Asymmetric Synthesis of 2-Keto-3-Deoxy-D-Gluconic Acid (KDG): A Combinatorial Sequence Using Sharpless Epoxidation

Masaki Shimizu, Akihiro Yoshida, Koichi Mikami*
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan, FAX 3 5734 2776, kmikami@o.cc.titech.ac.jp
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Publication Date:
31 December 2000 (online)

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Asymmetric synthesis of 2-keto-3-deoxy-D-gluconic acid (KDG) was established through the combinatorial sequence of glyoxylate-ene reaction of homoallylic silyl ether using Sharpless epoxidation as the key step.

carbonyl-ene reaction - homoallylic ether - Sharpless epoxidation - 2-keto-3-deoxy-D-gluconic acid (KDG)

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