The dipolar cycloaddition of methyl acrylate to 1,5,6‐trimethyl‐3‐oxidopyrazinium | Zendy

Helliwell Madeleine | Zendy; You Yun | Zendy; Joule John A. | Zendy

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The dipolar cycloaddition of methyl acrylate to 1,5,6‐trimethyl‐3‐oxidopyrazinium

Author(s) -

Helliwell Madeleine,

You Yun,

Joule John A.

Publication year - 2006

Publication title -

acta crystallographica section e

Language(s) - English

Resource type - Journals

ISSN - 1600-5368

DOI - 10.1107/s1600536806007501

Subject(s) - methyl acrylate , octane , deprotonation , chemistry , cycloaddition , salt (chemistry) , medicinal chemistry , 1,3 dipolar cycloaddition , acrylate , methylene , carboxylate , organic chemistry , catalysis , polymer , ion , monomer , copolymer

5,6‐Dimethylpyrazin‐2‐one reacts with iodomethane to give a quaternary salt, deprotonation of which liberates a 3‐oxidopyrazinium which undergoes a 1,3‐dipolar cycloaddition with methyl acrylate to form methyl 5,8‐dimethyl‐4‐methylene‐2‐oxo‐3,8‐diazabicyclo[3.2.1]octane‐6‐ exo ‐carboxylate, C 11 H 16 N 2 O 3 , as the major product.

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