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Cis-trans isomerization of alloocimene with dienophiles and other π-acids.

✍ Scribed by Ernst Koerner von Gustorf; Johannes Leitich

Publisher: Elsevier Science
Year: 1968
Tongue: French
Weight: 207 KB
Volume: 9
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)89907-4

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✦ Synopsis

Contradictory

results have been reported for the addition of maleic anhydride (MA)to the isomeric alloocimenes IA (b.p.12 73OC) and IB (b.p.12 79OC). According to several authors 2) IA and IB yield the same adduct IIB (m-p. 83-84OC). The formation of IIA (m-p. 38OC')) from IA, and of IIB from IB, however, has been described by others3'4). We have re-investigated this reaction and found, that the apparently contradictory results can be explained by a competing isomerization of IA to IB.

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