An expedient synthesis of spiroketals: model studies for the calylucin C16-C25 fragment
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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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Date
2004
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Language
en
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Tetrahedron, issue 60, pp. 9199-9204
Abstract
Anew short strategy to prepare the spiroketal fragment of calyculins is presented. A novel Seyferth–Gilbert type homologation of hindered lactols to the corresponding alkynes has been achieved for the first time. The spirocyclization was achieved efficiently via a DIHMA (double intramolecular hetero-Michael addition) process of this hindered ynone. The spirocyclization rate is not dependent on the stereochemistry of the alkoxy substituent in the oxolane ring.Description
Keywords
enantioselectivity, natural products, spiroketals
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Citation
Koskinen, A, Rauhala, V & Nevalainen, M 2004, ' An expedient synthesis of spiroketals: model studies for the calylucin C16-C25 fragment ', Tetrahedron, no. 60, pp. 9199-9204 .