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

Shu Mei Yang; Yi Ling Tsai; Ganapuram Madhusudhan Reddy; Lennart Möhlmann; Wenwei Lin

doi:10.1021/acs.joc.7b01415

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

Shu Mei Yang, Yi Ling Tsai, Ganapuram Madhusudhan Reddy, Lennart Möhlmann, Wenwei Lin

Department of Chemistry

Research output: Contribution to journal › Article

4 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	9182-9190
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	82
Issue number	17
DOIs	https://doi.org/10.1021/acs.joc.7b01415
Publication status	Published - 2017 Sep 1

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ASJC Scopus subject areas

Organic Chemistry

Cite this

Yang, S. M., Tsai, Y. L., Reddy, G. M., Möhlmann, L., & Lin, W. (2017). Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds. Journal of Organic Chemistry, 82(17), 9182-9190. https://doi.org/10.1021/acs.joc.7b01415

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AU - Möhlmann, Lennart

AU - Lin, Wenwei

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10.1021/acs.joc.7b01415