Extended Enolates: Versatile Intermediates for Asymmetric C-H Functionalization via Noncovalent Catalysis
Catalyst-controlled functionalization of unmodified carbonyl compounds is a relevant operation in organic synthesis, especially when high levels of site- and stereo-selectivity can be attained. This objective is now within reach for some subsets of enolizable substrates using various types of activa...
| Authors: | , |
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| Format: | article |
| Publication Date: | 2021 |
| Country: | España |
| Institution: | Universidad del País Vasco |
| Repository: | Addi. Archivo Digital para la Docencia y la Investigación |
| OAI Identifier: | oai:addi.ehu.eus:10810/53267 |
| Online Access: | http://hdl.handle.net/10810/53267 |
| Access Level: | Open access |
| Keyword: | asymmetric catalysis Bronsted base catalysis C-H functionalization dienolates regioselectivity vinylogous michael addition allylic-allylic alkylation baylis-hillman carbonates aldol reaction 3-alkylidene oxindoles enantioselective addition olefinic azlactones mannich reaction alpha ketones |
| Summary: | Catalyst-controlled functionalization of unmodified carbonyl compounds is a relevant operation in organic synthesis, especially when high levels of site- and stereo-selectivity can be attained. This objective is now within reach for some subsets of enolizable substrates using various types of activation mechanisms. Recent contributions to this area include enantioselective transformations that proceed via transiently generated noncovalent di(tri)enolate-catalyst coordination species. While relatively easier to form than simple enolate congeners, di(tri)enolates are ambifunctional in nature and so control of the reaction regioselectivity becomes an issue. This Minireview discusses in some detail this and other problems, and how noncovalent activation approaches based on metallic and metal free catalysts have been developed to advance the field. |
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