10.1021/ja077457u.s006
Ngoc T. Vo
Ngoc T.
Vo
Robert D. M. Pace
Robert
D. M. Pace
Fionn O'Har
Fionn
O'Har
Matthew J. Gaunt
Matthew J.
Gaunt
An Enantioselective Organocatalytic Oxidative Dearomatization Strategy
American Chemical Society
2008
exploitable orthogonal functionality
intramolecular Michael addition
array
chemical synthesis
decalin structure
oxidative dearomatization
phenol
nonracemic
desymmetrizing
Enantioselective Organocatalytic Oxidative Dearomatization Strategy
molecule
enantioselective strategy
stereogenic centers
complexity
2008-01-16 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/An_Enantioselective_Organocatalytic_Oxidative_Dearomatization_Strategy/2963086
We have developed a catalytic enantioselective strategy for chemical synthesis wherein flat aromatic molecules are directly converted to complex nonracemic molecular architectures. The process involves oxidative dearomatization of substituted phenols followed by a desymmetrizing secondary amine-catalyzed asymmetric intramolecular Michael addition and reveals a decalin structure, formed with exquisite control of three new stereogenic centers and an array of exploitable orthogonal functionality, directly from a flat molecule that is devoid of architectural complexity.