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Total synthesis of (+)-madindoline A and (+)- madindoline B

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M.S.Q111.H3_4148 DEC 2006_r.pdfVersion for non-UH users. Copying/Printing is not permitted1.96 MBAdobe PDFView/Open
M.S.Q111.H3_4148 DEC 2006_uh.pdfVersion for UH users1.95 MBAdobe PDFView/Open

Item Summary

Title: Total synthesis of (+)-madindoline A and (+)- madindoline B
Total synthesis of plus-madindoline A and plus- madindoline B
Authors: Wan, Lifeng
Keywords: Indole
Cells -- Growth -- Regulation
Issue Date: 2006
Abstract: A formal total synthesis of (+ )-madindoline A and (+ )-madindoline B, highly selective inhibitors of interleukin-6, has been accomplished in 11 steps with an overall yield of 8.3% from hexanoic acid. The allene ether version of the Nazarov cyc1ization was used to form the cyclopentenone core of the madindolines. The quaternary carbon center was generated from a ZnBr2-catalyzed condensation reaction between silyl enol ether 2.24 and thioether 2.50.
Description: Thesis (M.S.)--University of Hawaii at Manoa, 2006.
Includes bibliographical references (leaves 83-86).
x, 86 leaves, bound ill. 29 cm
Rights: All UHM dissertations and theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission from the copyright owner.
Appears in Collections:M.S. - Chemistry

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