Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes

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• 作者：Kirsten F. Johnson ; Adam C. Schmidt ; Levi M. Stanley
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：October 2, 2015
• 年：2015
• 卷：17
• 期：19
• 页码：4654-4657
• 全文大小：380K
• ISSN：1523-7052

文摘

The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]₂, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49鈥?1%) with excellent enantioselectivities (96鈥?9% ee).