Abstract
Chemical equations presented. An efficient and unprecedented organocatalytic reaction of γ-nitroketones with α,β-unsaturated aldehydes to give polyfunctionalized [4.4.0] bicyclic skeletons was developed. The diphenylprolinol silyl ether mediated nitro-Michael/Aldol reaction afforded the hexa-substituted decalin carboaldehydes with excellent diastereo- and enantioselectivity (up to >99:1 dr and >99% ee) via a formal [4 + 2] carbocyclization process.
| Original language | English |
|---|---|
| Pages (from-to) | 2200-2203 |
| Number of pages | 4 |
| Journal | Organic Letters |
| Volume | 13 |
| Issue number | 9 |
| DOIs | |
| Publication status | Published - 2011 May 6 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Anwar, S., Chang, H. J., & Chen, K. (2011). Organocatalytic synthesis of multiple substituted b[4.4.0]decalin system. Organic Letters, 13(9), 2200-2203. https://doi.org/10.1021/ol200424x