- An Efficient Total Synthesis of Neopatulin
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A new, highly efficient synthesis of neopatulin (1) has been achieved through Lewis acid-catalysed aldol reaction of 2-formyl-1,3-dithiane (4) with 2-(tert-butyldimethylsiloxy)-4-furan (5).
- Boukouvalas, John,Maltais, Francois
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- Divergent synthesis of the co-isolated mycotoxins longianone, isopatulin, and (Z)-ascladiol via furan oxidation
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(Chemical Equation Presented) Longianone and the biosynthetically related mycotoxins isopatulin and (Z)-ascladiol were prepared following a divergent route from a readily available furan diol. The route toward longianone features an unprecedented TBAF-pro
- Lykakis, Ioannis N.,Zaravinos, Ioannis-Panayotis,Raptis, Christos,Stratakis, Manolis
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experimental part
p. 6339 - 6342
(2009/12/08)
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- Ylidenebutenolide Mycotoxins. Concise Syntheses of Patulin and Neopatulin from Carbohydrate Precursors
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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 25 via the key intermediates 24, 28 and 30.
- Bennett, Mandy,Gill, G. Byron,Pattenden, Gerald,Shuker, Anthony J.,Stapleton, Alan
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p. 929 - 937
(2007/10/02)
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