Green and Facile Synthesis of Spirocyclopentanes Through NaOH-Promoted Chemo- and Diastereo-Selective (3 + 2) Cycloaddition Reactions of Activated Cyclopropanes and Enamides
Posted on 2020-06-26 - 14:00
A chemo- and diastereo-selective (3 + 2) cycloaddition reacition between Donor-Acceptor (D-A) cyclopropanes and α,β-unsaturated enamides is developed for efficient access to spiro(cyclopentane-1,3'-indoline) derivatives. Simple, inexpensive and readily available NaOH is used as the sole catalyst for this process. A broad range of D-A cyclopropanes could be used as the C-3 synthons to react with oxindole-derived α,β-unsaturated enamides. The structurally sophisticated spiro(cyclopentane-1,3'-indoline) derivatives bearing up to 3 adjacent chiral centers are afforded in excellent yields as single diastereomers.
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Zhu, Xun; Pan, Dingwu; Mou, Chengli; Zhou, Bo; Pan, Lutai; Jin, Zhichao (2020). Green and Facile Synthesis of Spirocyclopentanes Through NaOH-Promoted Chemo- and Diastereo-Selective (3 + 2) Cycloaddition Reactions of Activated Cyclopropanes and Enamides. Frontiers. Collection. https://doi.org/10.3389/fchem.2020.00542
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AUTHORS (6)
XZ
Xun Zhu
DP
Dingwu Pan
CM
Chengli Mou
BZ
Bo Zhou
LP
Lutai Pan
ZJ
Zhichao Jin
CATEGORIES
- Geochemistry
- Biochemistry
- Organic Chemistry
- Medical Biochemistry: Proteins and Peptides (incl. Medical Proteomics)
- Nuclear Chemistry
- Medical Biochemistry and Metabolomics not elsewhere classified
- Analytical Biochemistry
- Cell Neurochemistry
- Physical Organic Chemistry
- Enzymes
- Organic Green Chemistry
- Environmental Chemistry (incl. Atmospheric Chemistry)
- Catalysis and Mechanisms of Reactions
- Electroanalytical Chemistry
- Analytical Chemistry not elsewhere classified
- Environmental Chemistry
- Food Chemistry and Molecular Gastronomy (excl. Wine)
- Inorganic Chemistry