Abstract
The non-aldol aldol process exhibits diastereoselectivity such that one isomer of a secondary epoxy silyl ether gives only the expected ketone product while the other affords both ketone and aldehyde. We present evidence for a novel silyl triflate-promoted Payne rearrangement of silyloxy epoxides, e.g. D 3↔E 3. Additional examples of the non-aldol aldol process are presented including cyclic examples and one in which an aryl ring participates to give unusual products.
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