Synlett 2014; 25(18): 2644-2648
DOI: 10.1055/s-0034-1379101
letter
© Georg Thieme Verlag Stuttgart · New York

The Catalytic Synthesis of Carboniolamide: The Role of sp 3 Hybridized Oxygen

Yi Zhang
a   Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. of China
,
Yuchi Dai
a   Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. of China
,
Guigen Li
a   Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. of China
b   Department of Chemistry and Biochemistry, Texas Tech University, Memorial Circle & Boston, Lubbock, TX 79409-1061, USA   Fax: +86(25)84687372   eMail: chengxu@nju.edu.cn
,
Xu Cheng*
a   Institute of Chemistry and BioMedical Sciences, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, P. R. of China
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Publikationsverlauf

Received: 19. Juli 2014

Accepted after revision: 18. August 2014

Publikationsdatum:
17. September 2014 (online)


Abstract

A catalytic synthesis of carboniolamide has been reported. The strategy was straightforward with aldehyde and amide as starting materials. The products can be isolated as precipitates from the reaction mixture. The factor that stabilizes the labile functionality of hemiaminal was elucidated as a sp 3 hybridized oxygen.

Supporting Information