Acceleration of Petasis Reactions of Salicylaldehyde Derivatives with Molecular Sieves

详细信息    查看全文

• 作者：Xianglin Shi ; Dominique Hebrault ; Michael Humora ; William F. Kiesman ; Hairuo Peng ; Tina Talreja ; Zezhou Wang ; Zhili Xin
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：January 20, 2012
• 年：2012
• 卷：77
• 期：2
• 页码：1154-1160
• 全文大小：331K
• 年卷期：v.77,no.2(January 20, 2012)
• ISSN：1520-6904

文摘

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 纬-secretase modulator, without stereochemical erosion of a stereogenic center in the salicylaldehyde intermediate.