Synthesis of Nonenolizing 2-Acylcyclohex-2-enones
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Synthesis of Nonenolizing 2-Acylcyclohex-2-enones. / Oliveira-Ferrer, Leticia; Schmidt, Kerstin; Margaretha, Paul.
In: HELV CHIM ACTA, Vol. 84, No. 12, 2001, p. 3818-3821.Research output: SCORING: Contribution to journal › SCORING: Journal article › Research › peer-review
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TY - JOUR
T1 - Synthesis of Nonenolizing 2-Acylcyclohex-2-enones
AU - Oliveira-Ferrer, Leticia
AU - Schmidt, Kerstin
AU - Margaretha, Paul
PY - 2001
Y1 - 2001
N2 - Cyclohexanones 2b and 2c represent the first examples of nonenolizing 2-acylcyclohex-2-enones, as they bear H-atoms neither at C(4) or C(6) of the enone ring, nor at the C-atom vicinal to the exocyclic carbonyl group. While the CF3CO group in 2b (and the Ac group in 2a) are coplanar to the enone double bonds, the pivaloyl group in 2c, for steric reasons, is out of plane. Compounds 2 exhibit a pronounced sluggishness in both thermal and light-induced bimolecular reactions.
AB - Cyclohexanones 2b and 2c represent the first examples of nonenolizing 2-acylcyclohex-2-enones, as they bear H-atoms neither at C(4) or C(6) of the enone ring, nor at the C-atom vicinal to the exocyclic carbonyl group. While the CF3CO group in 2b (and the Ac group in 2a) are coplanar to the enone double bonds, the pivaloyl group in 2c, for steric reasons, is out of plane. Compounds 2 exhibit a pronounced sluggishness in both thermal and light-induced bimolecular reactions.
U2 - 10.1002/1522-2675(20011219)84:12<3818::AID-HLCA3818>3.0.CO;2-R
DO - 10.1002/1522-2675(20011219)84:12<3818::AID-HLCA3818>3.0.CO;2-R
M3 - SCORING: Journal article
VL - 84
SP - 3818
EP - 3821
JO - HELV CHIM ACTA
JF - HELV CHIM ACTA
SN - 0018-019X
IS - 12
ER -