Journal of Organic Chemistry p. 12951 - 12964 (2018)
Update date:2022-08-15
Topics:
Huynh, Uyen
McDonald, Stacey L.
Lim, Daniel
Uddin, Md. Nasir
Wengryniuk, Sarah E.
Dey, Sumit
Coltart, Don M.
The α-alkylation of ketones is a fundamental synthetic transformation. The development of asymmetric variants of this reaction is important given that numerous natural products, drugs, and related compounds exist as α-functionalized ketones or derivatives thereof. We previously reported our preliminary studies on the development of a new enantioselective ketone α-alkylation procedure using N-amino cyclic carbamate (ACC) auxiliaries. In comparison to other auxiliary-based methods, ACC alkylation offers a number of advantages and is both highly enantioselective and high yielding. Herein, we provide a full account of our studies on the enantioselective ACC ketone α-alkylation method.
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