The rearrangement of a trichloro-pyrrolidin-2-one, prepared by the CuCl-TMEDA catalyzed atom transfer radical cyclization of N-alkyl-N-(3-chloro-2-propenyl)-2,2-dichloromyristamide, with n-propylamine or CH3ONa/CH3OH, is the key step of a new, short and inexpensive route to chaetomellic anhydride C and (+/-)-erythro-roccellic acid.
A new route to (±)-erythro-roccellic acid and chaetomellic anhydride C through functional rearrangement, promoted by n-propylamine or CH3ONa/CH3OH, of N-propyl-3-chloro-4-dichloromethyl-3-dodecylpyrrolidin-2-one / L., De Buyck; Danieli, Chiara; Ghelfi, Franco; Pagnoni, Ugo Maria; Af, Parsons; Pattarozzi, Mariella; Roncaglia, Fabrizio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 61:11(2005), pp. 2871-2877. [10.1016/j.tet.2005.01.086]
A new route to (±)-erythro-roccellic acid and chaetomellic anhydride C through functional rearrangement, promoted by n-propylamine or CH3ONa/CH3OH, of N-propyl-3-chloro-4-dichloromethyl-3-dodecylpyrrolidin-2-one
DANIELI, Chiara;GHELFI, Franco;PAGNONI, Ugo Maria;PATTAROZZI, Mariella;RONCAGLIA, Fabrizio
2005
Abstract
The rearrangement of a trichloro-pyrrolidin-2-one, prepared by the CuCl-TMEDA catalyzed atom transfer radical cyclization of N-alkyl-N-(3-chloro-2-propenyl)-2,2-dichloromyristamide, with n-propylamine or CH3ONa/CH3OH, is the key step of a new, short and inexpensive route to chaetomellic anhydride C and (+/-)-erythro-roccellic acid.
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