Rearrangement of unactivated N-alkyl- O-benzoyl hydroxamic acid derivatives with phosphazene bases

Rearrangement of unactivated N-alkyl- O-benzoyl hydroxamic acid derivatives with phosphazene bases

The phosphazene super bases BTPP 5 , P-2- t Bu 6 , and P-4- t Bu 7 mediate the rearrangement of unactivated N-alkyl- O-benzoyl hydroxamic acid derivatives 8 , 11a– f , 13 and 16 to give 2-benzoyloxy amides 9 , 12a– f , 14 and 17 . The rate of reaction was found to be dependant upon the steric nature...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 42; no. 10; pp. 2007 - 2009
Main Authors: Clark, Andrew J, Al-Faiyz, Yassair S.S, Patel, Divya, Broadhurst, Michael J
Format: Journal Article
Language:English
Published: Elsevier Ltd 04-03-2001
Online Access:Get full text
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Summary:The phosphazene super bases BTPP 5 , P-2- t Bu 6 , and P-4- t Bu 7 mediate the rearrangement of unactivated N-alkyl- O-benzoyl hydroxamic acid derivatives 8 , 11a– f , 13 and 16 to give 2-benzoyloxy amides 9 , 12a– f , 14 and 17 . The rate of reaction was found to be dependant upon the steric nature of the N-alkyl substituent. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)00062-4