Quick and easy: A regio- and stereoselective three-component coupling reaction generates functionalized (Z)-silyl enol ethers through a vinylation/[1,2]-Brook rearrangement/vinylogous Michael reaction cascade. These adducts can then undergo a diastereoselective deprotection/intramolecular Henry sequence to rapidly assemble densely functionalized nitrocyclopentanols with three contiguous stereocenters (see scheme; TES=triethylsilyl).
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Boyce et al. (2010) studied this question.
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