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 | |
| Publication status | Published - 2017 Sep 1 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
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 journal › Article
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TY - JOUR
T1 - Chemo- and Diastereoselective Michael-Michael-Acetalization Cascade for the Synthesis of 1,3-Indandione-Fused Spiro[4.5]decan Scaffolds
AU - Yang, Shu Mei
AU - Tsai, Yi Ling
AU - Reddy, Ganapuram Madhusudhan
AU - Möhlmann, Lennart
AU - Lin, Wen-Wei
PY - 2017/9/1
Y1 - 2017/9/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85028741766&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85028741766&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.7b01415
DO - 10.1021/acs.joc.7b01415
M3 - Article
AN - SCOPUS:85028741766
VL - 82
SP - 9182
EP - 9190
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 17
ER -