Toward the Synthesis of Reidispongiolide A: An Improved Stereocontrolled Synthesis of the C23-C35 Fragment of Reidispongiolide A

Author(s): Angela Zampella, Valentina Sepe, Rosa D'Orsi, Maria Valeria D'Auria.

Journal Name: Letters in Organic Chemistry

Volume 1 , Issue 4 , 2004

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An improved synthesis of the C23-C35 moiety of reidispongiolide A has been completed. An intermolecular Nozaki-Hiyama-Kishi coupling was employed for the union of C23-C30 and C31-C35 fragments. A discussion on the factors influencing the stereochemical outcome of (E)-crotylboration reactions of α-methyl-βl-alkoxy aldehydes is also presented.

Keywords: reidispongiolide, antitumoral macrolides, asymmetric synthesis, diastereoselectivity, crotylboration

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Article Details

Year: 2004
Page: [308 - 312]
Pages: 5
DOI: 10.2174/1570178043400523
Price: $58