Abstract

The stereochemistry of the 5- exo-trig cyclization of bromoacetals (Ueno-Stork cyclization) can be controlled from the stereogenic acetal center. High stereoselectivities have been observed for the formation of 4-substituted tetrahydrofurans. Preparation of an optically pure β-substituted γ-butyrolactone by use of an easily removable chiral auxiliary is reported.

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