Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Chemo- and Diastereoselective Michael–Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds

Chemo- and Diastereoselective Michael–Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds
Ganapuram Madhusudhan Reddy, Shu-Mei Yang, Wenwei Lin, Lennart Möhlmann, Yi-Ling Tsai
A novel, organobase-catalyzed and highly chemoselective Michael–Michael-acetalization cascade is presented for the efficient synthesis of spiro-indandione skeletons. Following this very simple protocol, a broad range of products was obtained in good yields with excellent diastereocontrol. The role of steric factors in the acetalization step was evaluated.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01415

DOI: 10.1021/acs.joc.7b01415

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