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

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