Chiral bicyclic guanidine-catalyzed enantioselective reactions of anthrones.
Chiral bicyclic guanidine 1 was found to be an excellent catalyst for reactions between anthrones and various dienophiles. The catalyst can tolerate a range of substituents and substitution patterns, making several anthrone derivatives suitable for this reaction. Both Diels-Alder and Michael adducts were obtained in excellent yields, high regioselectivities, and high enantioselectivities. This is the first case of a highly enantioselective base-catalyzed anthrone Diels-Alder reaction.
Shen
Juan
J
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
Nguyen
Thanh Truc
TT
Goh
Yong-Peng
YP
Ye
Weiping
W
Fu
Xiao
X
Xu
Junye
J
Tan
Choon-Hong
CH