Synthesis of α‐diaminomethylenebutyrolactams by the reaction of α‐cyanobutyrolactams with  n ‐trimethylsilylamines | Zendy

Okabe Fumi | Zendy; Nakamura Syouhei | Zendy; Yamagata Kenji | Zendy

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Synthesis of α‐diaminomethylenebutyrolactams by the reaction of α‐cyanobutyrolactams with n ‐trimethylsilylamines

Author(s) -

Okabe Fumi,

Nakamura Syouhei,

Yamagata Kenji

Publication year - 2007

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570440137

Subject(s) - chemistry , dimethylamine , morpholine , pyrrolidine , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , medicinal chemistry , organic chemistry

uccessive treatment of α‐cyanobutyrolactams 1 with N ‐trimethylsilylamines and water gave the corresponding α‐diaminomethylenebutyrolacatms 2 in good yields. In the NOESY spectra of 2 , the E isomer, the NOE observed between β‐CH 2 (butyrolactam) and N ‐CH 2 (morpholine, pyrrolidine) or N ‐CH 3 (dimethylamine) indicated a cis configuration of these groups.

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