posted on 2016-01-13, 12:07authored byMichael Mulzer, Bryan
T. Whiting, Geoffrey W. Coates
Two
new catalysts are reported for the regioselective carbonylation
of trans-disubstituted epoxides to cis-β-lactones. The two catalysts display high and opposing selectivities,
which generally are difficult to achieve for this class of epoxides.
The resulting β-lactones are well-defined precursors for a wide
variety of aldol-type compounds. Altogether, carbonylation of disubstituted
epoxides is established as a viable and economical entry into syn- and anti-aldol products.