A highly convergent and efficient synthesis of (-)-microcarpalide, a 10-membered lactone displaying remarkable microfilament disrupting activity is described. Ring-closing metathesis and Sharpless asymmetric dihydroxylations are the key steps. Our strategy highlights the application of novel hydroxy lactone precursors for the stereoselective synthesis of (-)-microcarpalide. (C) 2005 Elsevier Ltd. All rights reserved.
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Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, JapanUniv Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
Ishigami, K
Watanabe, H
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Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, JapanUniv Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
Watanabe, H
Kitahara, T
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Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, JapanUniv Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
机构:Univ Jaume 1, UP Quim Inorgan & Organ, E-12080 Castellon de La Plana, Spain
Murga, J
Falomir, E
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Falomir, E
García-Fortanet, J
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García-Fortanet, J
Carda, M
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Univ Jaume 1, UP Quim Inorgan & Organ, E-12080 Castellon de La Plana, SpainUniv Jaume 1, UP Quim Inorgan & Organ, E-12080 Castellon de La Plana, Spain
Carda, M
Marco, JA
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机构:Univ Jaume 1, UP Quim Inorgan & Organ, E-12080 Castellon de La Plana, Spain
机构:Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain
García-Fortanet, J
Murga, J
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机构:Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain
Murga, J
Falomir, E
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机构:Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain
Falomir, E
Carda, M
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Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, SpainUniv Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain
Carda, M
Marco, JA
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机构:Univ Jaume 1, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain
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Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, JapanUniv Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan
Ishigami, K
Kitahara, T
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Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, JapanUniv Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bunkyo Ku, Tokyo 1138657, Japan