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. 2008 Feb 7;10(3):453-5.
doi: 10.1021/ol702825p. Epub 2008 Jan 9.

Super silyl group for a sequential diastereoselective aldol-polyhalomethyllithium addition reaction

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Super silyl group for a sequential diastereoselective aldol-polyhalomethyllithium addition reaction

Matthew B Boxer et al. Org Lett. .

Abstract

The super silyl group governs high diastereoselectivity and yields for a sequential aldol-polyhalomethyllithium addition reaction. This unique silyl group is necessary to obtain the diastereoselectivities associated with this sequential reaction, capable of generating two new stereocenters. Alpha-polyhalomethylcarbinols are generated with the simple and inexpensive dihalomethanes and trihalomethanes.

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