An efficient synthesis of highly functionalized [5,6] aromatic spiroketals by hetero-Diels-Alder reaction.
A hetero-Diels-Alder reaction of vinyl sulfoxides with o-quinone methides precursor constructs highly functionalized [5,6] aromatic spiroketal skeletons in moderate to good yields with high regioselectivity. The two functional groups (ketone and olefin) can be further subjected to many synthetic transformations.
Zhou
Guanglian
G
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P.R. China.
Zhu
Jianrong
J
Xie
Zhixiang
Z
Li
Ying
Y
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013343:Styrenes / Q000737:chemistry
D005663:Furans; D013141:Spiro Compounds; D013343:Styrenes; C520774:spiroketal