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Synlett 2003(7): 0993-0994
DOI: 10.1055/s-2003-39318
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

A Formal Total Synthesis of (-)-Dysiherbaine

Sung Ho Kang*, Yun Mi Lee
Center for Molecular Design and Synthesis, Department of Chemistry, School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejeon 305-701, Korea
Fax: +82(42)8692810; e-Mail: shkang@kaist.ac.kr;
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Publication History

Received 14 April 2003
Publication Date:
20 May 2003 (online)

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Abstract

A key intermediate hexahydrofuropyran 2 to (-)-dysiherbaine 1 has been synthesized concisely via intramolecular oxymercuration and iodocyclization to install the asymmetric centers at the ring junction and the amino group in the tetrahydropyran stereoselectively.

Key words

glutamate receptors - (-)-dysiherbaine - hexahydrofuropyran - iodocyclization - mercuriocyclization