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Synfacts 2014; 10(6): 0623
DOI: 10.1055/s-0033-1341291
DOI: 10.1055/s-0033-1341291
Metal-Mediated Synthesis
Enantioselective Allene Addition to Aryl and Alkyl Imines
Further Information
Publication History
Publication Date:
16 May 2014 (online)

Significance
Hoveyda and co-workers report a highly efficient method for the enantioselective preparation of aryl-, heteroaryl-, and alkyl-substituted homoallenylamides. The addition of an allenyl unit to various Boc-protected imines proceeds with high yield and very good enantioselectivity.
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Comment
The application of this new protocol shows its relevance in the total syntheses of the natural products anisomycin and epi-cytoxazone. Furthermore, it is shown that the allenyl addition performed on gram scale proceeds with high efficiency and selectivity, providing the corresponding product in excellent yield.
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