Calcium-catalyzed Regioselective Dehydrative Cross-coupling of Propargylic Alcohols with 1,3-Dicarbonyl Compounds

Peizhong Xie,*^aXiangyang Wo,^aXiaobo Yang,^aXinying Cai,^aShuangshuang Li,^aCuiqing Gao,^bWeishan Fu,^aZuolian Sun^aand Teck-Peng Loh*^a,c

^aSchool of Chemistry and Molecular Engineering, Institute of Advanced Synthesis, Nanjing Tech University, Nanjing 211816, P. R. China.

^bSouthern Modern Forestry Collaborative Innovation Center, College of Forestry, Nanjing Forestry University, Nanjing, 210037, China

^cDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371.

Abstract:A novel calcium-catalyzed in-situ dehydrative cross-coupling reaction of propargylic alcohols with 1,3-dicarbonyl compoundswas developed. This catalytic systemcan suppress the competitive Meyer-Schuster rearrangement, control the regioselectivity, andenable the desired process occurred under solvent-free condition at room temperature with water as the only byproduct. A variety of vicinal tertiary and all-carbon quaternary centers can be obtained in high yield with broad functional group tolerated.

Green. Chem.,2019, DOI:10.1039/C9GC02635E（2019影响因子：9.405）

论文链接：https://pubs.rsc.org/en/content/articlelanding/2019/gc/c9gc02635e