European Journal of Organic Chemistry p. 5042 - 5045 (2008)
Update date:2022-08-04
Topics: Catalyzed Experimental
Ohmura, Naoya
Nakamura, Asami
Hamasaki, Akiyuki
Tokunaga, Makoto
Hydrolytic deallylation of N-allyl amides to give amides and propanal can be achieved with PdII catalysts. The optimized catalyst consists of Pd(OCOCF3)2 and 1,3-bis(diphenylphosphanyl) propane (DPPP). Several kinds of open-chain N-allyl amides and N-allyl lactams undergo hydrolytic deallylation to give the corresponding amides and lactams in good to high yield. A mechanism which includes isomerization to enamides and subsequent hydrolysis is proposed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
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