62322-80-9Relevant articles and documents
Enantioselective synthesis of indanone spiro-isochromanone derivativesviaa dinuclear zinc-catalyzed Michael/transesterification tandem reaction
Hua, Yuan-Zhao,Liu, Meng-Meng,Mathey, Fran?ois,Wang, Jin-Bao,Wang, Min-Can,Xu, Meng,Yang, Xiao-Chao
, p. 3917 - 3926 (2020)
An enantioselective Michael/transesterification tandem reaction of a-hydroxy indanones withortho-ester chalcones was realized using dinuclear zinc catalysts. A series of enantiomerically pure spiro[indanone-2,3'-isochromane-1-one] derivatives were obtained in good yields with excellent stereoselectivities (up to >20:1 dr, up to >99% ee). This protocol could be conducted on a gram scale without affecting its stereoselectivities. In addition, the absolute stereochemistry of the products was determined by X-ray crystallographic analysis of3ac, and a positive nonlinear effect was observed. Finally, a possible catalytic cycle was proposed to explain the origin of the enantioselectivity.
