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Acceleration of Petasis reactions of salicylaldehyde derivatives with molecular sieves
Authors
Dominique Hebrault
Michael Humora
+6 more
William F. Kiesman
Hairuo Peng
Xianglin Shi
Tina Talreja
Zezhou Wang
Zhili Xin
Publication date
30 December 2011
Publisher
'American Chemical Society (ACS)'
Doi
Cite
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
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info:doi/10.1021%2Fjo202117u
Last time updated on 03/11/2020
Michigan Technological University
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