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Synlett
DOI: 10.1055/a-2705-9082
DOI: 10.1055/a-2705-9082
Letter
A tandem aldol/desilylation/CuAAC sequence of difluoroenoxysilanes and silyl-α-ketoalkynes to α-fluoroketone α-1,2,3 triazole tertiary alcohol
Supported by: Technology Innovation Project of Shanghai Municipal Agricultural Committee HNK(T2023302)
Supported by: National Natural Science Foundation of China 22171087
Supported by: Innovation Program of Shanghai Municipal Education Commission 2023ZKZD37
Supported by: other fund 2023AA004,2023B01019,2024AB055
Supported by: the Ministry of Education (PCSIRT) and the Fundamental Research Funds for the Central Universities 123, 457, 1233
A one-pot tandem aldol/desilylation/CuAAC sequence is developed, allowing facile synthesis of tertiary alcohols featuring an α-difluoroketone moiety and a 1,2,3-triazole at the α position in moderate to good yields, with an operationally friendly manner. While Bi(OTf)3 was the optimal catalyst for the Mukaiyama-aldol reaction of silyl-α-ketoalkynes and difluoroenoxysilanes, CuCl was found to efficiently mediate the alkyne-azide cycloaddition.
Publication History
Received: 10 July 2025
Accepted after revision: 02 September 2025
Accepted Manuscript online:
19 September 2025
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