Acceleration of Petasis reactions of salicylaldehyde derivatives with molecular sieves
Document Type
Article
Publication Date
1-20-2012
Abstract
Mild reaction conditions for Petasis reactions of substituted salicylaldehydes with various amines and arylboronic acids in the presence of molecular sieves were developed. Molecular sieves (MS) significantly accelerated the reaction rates and drove the reactions to high conversions. The conditions were applied to the synthesis of the core structure of BIIB042, a γ-secretase modulator, without stereochemical erosion of a stereogenic center in the salicylaldehyde intermediate. © 2011 American Chemical Society.
Publication Title
Journal of Organic Chemistry
Recommended Citation
Shi, X.,
Hebrault, D.,
Humora, M.,
Kiesman, W.,
Peng, H.,
Talreja, T.,
Wang, Z.,
&
Xin, Z.
(2012).
Acceleration of Petasis reactions of salicylaldehyde derivatives with molecular sieves.
Journal of Organic Chemistry,
77(2), 1154-1160.
http://doi.org/10.1021/jo202117u
Retrieved from: https://digitalcommons.mtu.edu/michigantech-p/8076