Acceleration of Petasis reactions of salicylaldehyde derivatives with molecular sieves
| Autor: | William F. Kiesman, Tina Talreja, Michael Humora, Hairuo Peng, Xianglin Shi, Dominique Hebrault, Zhili Xin, Zezhou Wang |
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| Rok vydání: | 2011 |
| Předmět: |
Reaction conditions
Aldehydes Magnetic Resonance Spectroscopy Molecular Structure Chemistry Organic Chemistry Stereoisomerism Chemistry Techniques Synthetic Molecular sieve Stereocenter Reaction rate chemistry.chemical_compound Salicylaldehyde Organic chemistry Amines Amyloid Precursor Protein Secretases Chromatography High Pressure Liquid |
| Zdroj: | The Journal of organic chemistry. 77(2) |
| ISSN: | 1520-6904 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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