Nazarov Cyclization
Автор: Organic Chemistry with Lluís Llorens Palomo
Загружено: 2022-02-26
Просмотров: 6006
Описание:
The Nazarov Cyclization is the acid catalyzed ring-closure of divinyl ketones for the synthesis of cyclopentenones.
Reaction mechanism:
1. Coordination of the Lewis acid to the carbonyl group and formation of a pentadienyl cation.
2. Conrotatory ring closure delivers a cyclic carbocation.
3. Elimination of the β-hydrogen.
4. Tautomerization of the enolate delivers the product.
Pinterest:
https://www.pinterest.es/pin/67166973...
References:
NROChemistry: https://nrochemistry.com/nazarov-cycl...
Example #1: Y. Chen, J. Hu, L.-D. Guo, W. Zhong, C. Ning, J. Xu, Angew. Chem. Int. Ed. 2019, 58, 7390. https://doi.org/10.1002/anie.201902908
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