A Guidebook to Mechanism in Organic Chemistry

(Barry) #1
Cis-Elimination

compared with ca. 400° for acetates); the advantage of both, com­
pared with other methods of olefine formation in complicated
structures, is their relative freedom from simultaneous molecular
rearrangement.
A more recent elimination reaction of preparative value analogous
to the above is that of tertiary amine oxides (XXXIX); this elimina­
tion proceeds smoothly at even lower temperatures with the elimin­
ation of a dialkylhydroxylamine (XL):


H ~> R 2 N

V
(XL)

H

(XXXIX)

H 209
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