Principles and Applications of Enantioselective Hydroformylation of Terminal Disubstituted Alkenes

http://pubs.acs.org/doi/abs/10.1021/acscatal.5b01300

Yuchao Deng†‡, Hui Wang†, Yuhan Sun†, and Xiao Wang*†§


† CAS Key Lab of Low-Carbon Conversion Science and Engineering, Shanghai Advanced Research Institute, Chinese Academy of Sciences, 100 Haike Road, Pudong, Shanghai 201210, People’s Republic of China
‡ School of Physical Science and Technology, Shanghai Tech University, 100 Haike Road, Pudong, Shanghai, 201210, People’s Republic of China
§ Harvard NeuroDiscovery Center, Harvard Medical School and Brigham & Women’s Hospital, 65 Landsdowne Street, Cambridge, Massachusetts 02139, United States



Abstract:


Asymmetric hydroformylation has been primarily focused on monosubstituted and 1,2-disubstituted alkenes. In this Perspective, progress in enantioselective hydroformylation of terminal disubstituted alkenes is outlined on the basis of different categories of substrates. The origins of the commonly observed low degree of enantioselectivity are discussed. Examples with unconventional regioselectivity are also rationalized.

Keywords: hydroformylation, homogeneous catalysis, oxo products, terminal disubstituted alkene, enantioselectivity, chiral pocket, linear aldehyde, regioselectivity