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, Wen-Wei Lin

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)9182-9190
Number of pages9
JournalJournal of Organic Chemistry
Volume82
Issue number17
DOIs
Publication statusPublished - 2017 Sep 1

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Skeleton
Scaffolds
1,3-indandione

ASJC Scopus subject areas

  • Organic Chemistry

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Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds. / Yang, Shu Mei; Tsai, Yi Ling; Reddy, Ganapuram Madhusudhan; Möhlmann, Lennart; Lin, Wen-Wei.

In: Journal of Organic Chemistry, Vol. 82, No. 17, 01.09.2017, p. 9182-9190.

Research output: Contribution to journalArticle

Yang, Shu Mei ; Tsai, Yi Ling ; Reddy, Ganapuram Madhusudhan ; Möhlmann, Lennart ; Lin, Wen-Wei. / Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds. In: Journal of Organic Chemistry. 2017 ; Vol. 82, No. 17. pp. 9182-9190.
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