TY - JOUR
T1 - Trioxypentafulvenes, 2 synthesis of 1‐substituted 2,3,6‐trioxypentafulvenes
AU - Victory, Pedro
AU - Alvarez‐Larena, Angel
AU - Beti, Carlos
AU - Borrell, Joséa I.
AU - Batllori, Xavier
AU - Córdoba, Carlos
PY - 1991
Y1 - 1991
N2 - Syntheses of 2,3,6‐trioxypentafulvenes with a free position at the ring are described, in which the protection of the C‐3 hydroxy group as methoxy or acetoxy derivative has been required. The difference in the behavior of the title compounds in relation to the previously reported 1,4‐disubstituted 2,3,6‐trihydroxypentafulvenes 2a‐e, which only exhibit enol forms, is discussed and attributed to the disappearance of the push‐pull system formed by the C‐3 enol group and the C‐4 electron‐withdrawing substituent.
AB - Syntheses of 2,3,6‐trioxypentafulvenes with a free position at the ring are described, in which the protection of the C‐3 hydroxy group as methoxy or acetoxy derivative has been required. The difference in the behavior of the title compounds in relation to the previously reported 1,4‐disubstituted 2,3,6‐trihydroxypentafulvenes 2a‐e, which only exhibit enol forms, is discussed and attributed to the disappearance of the push‐pull system formed by the C‐3 enol group and the C‐4 electron‐withdrawing substituent.
KW - 2,3,6‐Trioxypentafulvenes
KW - Keto‐enol tautomerism
KW - Push‐pull system
UR - http://www.scopus.com/inward/record.url?scp=84985652967&partnerID=8YFLogxK
U2 - 10.1002/cber.19911240131
DO - 10.1002/cber.19911240131
M3 - Article
AN - SCOPUS:84985652967
SN - 0009-2940
VL - 124
SP - 207
EP - 212
JO - Chemische Berichte
JF - Chemische Berichte
IS - 1
ER -