Improved synthesis of 6,6,7,7-tetramethyl-1-azabicyclop[2.2.2]octan-2-one and its stability toward base-induced methanolysis
Document Type
Article
Publication Date
4-1-1993
Abstract
The published method for synthesis of the bridgehead lactam 6,6,7,7-tetramethyl-1-azabicyclo [2.2.2]octan-2-one yields polymers almost exclusively. Use of dilution techniques provides a 27% yield of this highly strained molecule. Base-induced methanolysis of this tetramethyl compound occurs exceedingly slowly compared to some other less crowded homologues. A buttressing effect is postulated to account for part of this effect. © 1993 Plenum Publishing Corporation.
Identifier
10144264500 (Scopus)
Publication Title
Structural Chemistry
External Full Text Location
https://doi.org/10.1007/BF00677372
e-ISSN
15729001
ISSN
10400400
First Page
127
Last Page
129
Issue
2
Volume
4
Recommended Citation
Greenberg, Arthur; Wu, Guanli; Tsai, Jung Chou; and Chiu, Yeu Yi, "Improved synthesis of 6,6,7,7-tetramethyl-1-azabicyclop[2.2.2]octan-2-one and its stability toward base-induced methanolysis" (1993). Faculty Publications. 17022.
https://digitalcommons.njit.edu/fac_pubs/17022
