Highly diastereo- and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts.
A highly efficient diastereo- and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio- and diastereoselectivity (up to 99% ee, and >20:1 dr).
Jiang
Xianxing
X
State Key Laboratory of Applied Organic Chemistry, Institute of Biochemistry and Molecular Biology, Lanzhou University, Lanzhou 730000, China.
Fu
Dan
D
Zhang
Gen
G
Cao
Yiming
Y
Liu
Luping
L
Song
Jingjing
J
Wang
Rui
R
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D007783:Lactones / Q000737:chemistry*; D008352:Mannich Bases / Q000737:chemistry; D012116:Resins, Plant / Q000737:chemistry*; D013237:Stereoisomerism; D013890:Thiourea / Q000737:chemistry*
D000588:Amines; D007783:Lactones; D008352:Mannich Bases; D012116:Resins, Plant; C013893:rosin; D013890:Thiourea