Hydrolytic Deallylation of  N ‐Allyl Amides Catalyzed by Pd II  Complexes | Zendy

Ohmura Naoya | Zendy; Nakamura Asami | Zendy; Hamasaki Akiyuki | Zendy; Tokunaga Makoto | Zendy

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Hydrolytic Deallylation of N ‐Allyl Amides Catalyzed by Pd II Complexes

Author(s) -

Ohmura Naoya,

Nakamura Asami,

Hamasaki Akiyuki,

Tokunaga Makoto

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200800771

Subject(s) - chemistry , hydrolysis , catalysis , isomerization , yield (engineering) , propane , medicinal chemistry , organic chemistry , materials science , metallurgy

Hydrolytic deallylation of N ‐allyl amides to give amides and propanal can be achieved with Pd II catalysts. The optimized catalyst consists of Pd(OCOCF 3 ) 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, 69451 Weinheim, Germany, 2008)

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