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Enantioselective Synthesis of Furo[2,3-b]furans, a Spongiane Diterpenoid Substructure

Weisser, Roland, Yue, Weimin and Reiser, Oliver (2005) Enantioselective Synthesis of Furo[2,3-b]furans, a Spongiane Diterpenoid Substructure. Organic Letters 7 (24), pp. 5353-5356.

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Other URL: http://dx.doi.org/10.1021/ol051457m


A short and enantioselective synthesis of cis-fused 5-oxofuro[2,3-b]furans, being found in many spongiane diterpenoid natural products, is reported starting from inexpensive methyl 2-furoate. Moreover, the acid-catalyzed rearrangement of the furo[2,3-b]furan framework A to B is observed for some derivatives, suggesting a simple connection between natural products differing in the absolute configuration of the 3a,6a ring junction.

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Item type:Article
Date:24 November 2005
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
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Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:361
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