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Synthesis 2000; 2000(10): 1375-1379
DOI: 10.1055/s-2000-7100
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Ring-Closing Metathesis Protocol for a Diastereocontrolled Synthesis of (-)-Shikimic Acid

Miwako Takeuchi* , Takahiko Taniguchi, Kunio Ogasawara
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan; Fax + 81(22)2 17 68 45; E-mail: konol@mail.cc.tohoku.ac.jp
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Publication Date:
31 December 2000 (online)

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A new entry to (-)-shikimic acid, the key intermediate in the shikimate pathway in plants and microorganisms, has been devised by employing a ring-closing metathesis reaction as the key step starting with a 6,8-dioxabicyclo[3.2.1]octenone chiral building block.

shikimic acid - chiral building block - enantiocontrolled synthesis - diastereocontrolled synthesis - ring-closing metathesis

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