Ylidenebutenolide mycotoxins. Concise syntheses of patulin and neopatulin from carbohydrate precursors
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 4,p. 929-937
- https://doi.org/10.1039/p19910000929
Abstract
Conversion of arabinose 10 to the protected ketone 13 followed by Wittig condensation to 14, acidcatalysed cyclisation (to lactone 16), dehydration and deprotection provides a brief synthesis of the mycotoxic substance patulin 1, which is produced by Penicillium and Aspergillus spp. In a similar manner, the biogenetic precursor to patulin, neopatulin 8, is synthesized from lyxose 25via the key intermediates 24, 28 and 30.Keywords
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