Biomimetic Synthesis of trans,syn,trans-Fused Polyoxepanes:  Remarkable Substituent Effects on the endo-Regioselective Oxacyclization of Polyepoxides

The biogenesis of trans,syn,trans-fused polycyclic ether substructures of neurotoxic natural products of the brevetoxin-ciguatoxin family may involve regio- and stereoselective oxacyclizations of polyepoxides. We report that a biomimetic Lewis acid-promoted cyclization of 1 to 2 proceeds with endo-r...

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Veröffentlicht in:	Journal of the American Chemical Society 2005-04, Vol.127 (13), p.4586-4587
Hauptverfasser:	VALENTINE, Jason C., MCDONALD, Frank E., NEIWERT, Wade A., HARDCASTLE, Kenneth I.
Format:	Artikel
Sprache:	eng
Schlagworte:	Biomimetic Materials - chemistry Chemical reactivity Chemistry Cyclization Epoxy Compounds - chemistry Ethers, Cyclic - chemical synthesis Exact sciences and technology Organic chemistry Reactivity and mechanisms Silanes - chemistry
Online-Zugang:	Volltext
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