Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids.
[Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid, derived from 3,3-di(4-chloropheneyl)-H8-binol, exhibited superior enantioselectivity, affording fairly good yields and enantioselectivities for the reaction of a range of aromatic aldimines with cyclohexenone.
Liu
Hua
H
Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.
Cun
Lin-Feng
LF
Mi
Ai-Qiao
AQ
Jiang
Yao-Zhong
YZ
Gong
Liu-Zhu
LZ