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Synthesis of angiolam A

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  • Helmholtz Centre for Infection Research (HZI)

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Original languageEnglish
Pages (from-to)548-551
Number of pages4
JournalOrganic letters
Volume16
Issue number2
Publication statusPublished - 17 Jan 2014

Abstract

The first total synthesis of angiolam A has been accomplished in 18 steps. Key steps include vinylogous Mukaiyama aldol reactions of aldehydederived dienol ethers, conjugate reduction of the resulting double bond followed by diastereoselective protonation and the Witzeman protocol for macrolactamization. Comparison of the optical rotation of the synthesized material with the isolation data established that the absolute configuration of angiolam A is opposite from the proposed structure.

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Synthesis of angiolam A. / Gieseler, Marc Timo; Kalesse, Markus.
In: Organic letters, Vol. 16, No. 2, 17.01.2014, p. 548-551.

Research output: Contribution to journal › Article › Research › peer review

Gieseler, MT & Kalesse, M 2014, 'Synthesis of angiolam A', Organic letters, vol. 16, no. 2, pp. 548-551. https://doi.org/10.1021/ol403423r
Gieseler MT, Kalesse M. Synthesis of angiolam A. Organic letters. 2014 Jan 17;16(2):548-551. doi: 10.1021/ol403423r
Gieseler, Marc Timo ; Kalesse, Markus. / Synthesis of angiolam A. In: Organic letters. 2014 ; Vol. 16, No. 2. pp. 548-551.
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