Chaetomellic anhydride A and an analog (with two addnl. carbons) were obtained, on a preparative scale, starting from amides derived from the acylation of 2-(2-propenylamino)pyridine with 2,2-dichloropalmitic or 2,2-dichlorostearic acid. An alternative approach, in which the Me substituent of the target anhydride is introduced by the carboxylic acid reactant and the long aliph. chain is added through the allylamino moiety, proved unviable.
Expedient Synthesis, on Large Scale, of Aliphatic Chaetomellic Anhydrides from N-Allyl-2,2-dichlorocarboxyamides / Ghelfi, Franco; Pattarozzi, Mariella; Roncaglia, Fabrizio; Giangiordano, Valerio; A. F., Parsons. - In: SYNTHETIC COMMUNICATIONS. - ISSN 0039-7911. - STAMPA. - 40:7(2010), pp. 1040-1051. [10.1080/00397910903029974]
Expedient Synthesis, on Large Scale, of Aliphatic Chaetomellic Anhydrides from N-Allyl-2,2-dichlorocarboxyamides
GHELFI, Franco;PATTAROZZI, Mariella;RONCAGLIA, Fabrizio;GIANGIORDANO, VALERIO;
2010
Abstract
Chaetomellic anhydride A and an analog (with two addnl. carbons) were obtained, on a preparative scale, starting from amides derived from the acylation of 2-(2-propenylamino)pyridine with 2,2-dichloropalmitic or 2,2-dichlorostearic acid. An alternative approach, in which the Me substituent of the target anhydride is introduced by the carboxylic acid reactant and the long aliph. chain is added through the allylamino moiety, proved unviable.
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