(+/-)-Botryodiplodin and (+/-)-epi-botryodiplodin acetates were prepared in good yields following a practical four step route. The method, for the construction of the strategic tetrahydrofuran ring, hinged on an unprecedented halogen atom transfer Ueno-Stork cyclization of an O-allyl alpha,alpha-dihalohemiacetal acetate, catalyzed by the redox complex CuCl/N,N,N ',N '',N ''-pentamethyldiethylenetriamine. (c) 2006 Elsevier Ltd. All rights reserved.
A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization / L., DE BUYCK; C., Forzato; Ghelfi, Franco; Mucci, Adele; P., Nitti; Pagnoni, Ugo Maria; Af, Parsons; G., Pitacco; Roncaglia, Fabrizio. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 47:44(2006), pp. 7759-7762. [10.1016/j.tetlet.2006.08.121]
A new and effective route to (+/-)-botryodiplodin and (+/-)-epi-botryodiplodin acetates using a halogen atom transfer Ueno-Stork cyclization
GHELFI, Franco;MUCCI, Adele;PAGNONI, Ugo Maria;RONCAGLIA, Fabrizio
2006
Abstract
(+/-)-Botryodiplodin and (+/-)-epi-botryodiplodin acetates were prepared in good yields following a practical four step route. The method, for the construction of the strategic tetrahydrofuran ring, hinged on an unprecedented halogen atom transfer Ueno-Stork cyclization of an O-allyl alpha,alpha-dihalohemiacetal acetate, catalyzed by the redox complex CuCl/N,N,N ',N '',N ''-pentamethyldiethylenetriamine. (c) 2006 Elsevier Ltd. All rights reserved.
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