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Organocatalytic asymmetric synthesis of polyfunctionalized 3-(cyclohexenylmethyl)-indoles via a quadruple domino Friedel-Crafts-type/Michael/Michael/aldol condensation reaction.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Enders, Dieter Wang, Chisheng Mukanova, Meruyert Greb, Andreas |
| Copyright Year | 2010 |
| Abstract | A new organocatalytic quadruple domino Friedel-Crafts-type/Michael/Michael/aldol condensation reaction has been developed. In this one-pot multi-component process acrolein, various indoles and nitroalkenes are used as starting materials. The diphenylprolinol TMS-ether catalysis provides a straightforward and efficient entry to 3-(cyclohexenylmethyl)-indoles bearing three stereogenic centers in moderate to excellent yields (23-82%) and excellent stereoselectivities (dr = 91 : 9 to >95 : 5, ee = 94 to >99%). |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c002839h |
| PubMed reference number | 20309466 |
| Journal | Medline |
| Volume Number | 46 |
| Issue Number | 14 |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/cc/c0/c002839h/c002839h.pdf |
| Journal | Chemical communications |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |