Asymmetric cyclization-carbonylation of 2-alkyl-2-propargylcyclohexane-1,3-diones: facile access to optically active hydrindanes

作者：Kusakabe Taichi; Kato Keisuke^*; Takaishi Satoshi; Yamamura Shigeo; Mochida Tomoyuki; Akita Hiroyuki; Peganova Tat'yana A; Vologdin Nikolai V; Gusev Oleg V

来源：Tetrahedron, 2008, 64(2): 319-327.

DOI：10.1016/j.tet.2007.10.106

• palladium
• bisoxazoline
• asymmetric
• wacker-type cyclization
• carbonylation
• hydrindane

Oxidative cyclization - carbonylation of 2-alkyl-2-propargylcyclohexane-1,3-diones mediated by Pd(TFA)(2)/2,2'-isopropylidenebis[(4R)4-(3,4-dimethoxyphenyl)-2-oxazoline] 28 afforded bicyclic-beta-alkoxyacrylates in 51 - 74% yields with 72 - 82% ee. The products containing quaternary carbon were converted to optically active hydrindanes 33.

• 出版日期2008-1-7