A sequence of regio- and stereoselective carbometalation followed by oxidation of ynamides leads to stereodefined fully substituted enolates that subsequently react with various functionalized allyl bromide reagents to provide the expected products possessing an enantiomerically pure quaternary carbon stereocentre in the α-position to the carbonyl group in excellent yields and enantiomeric ratios after cleavage of the oxazolidinone moiety. Three new bonds are formed in a single-pot operation.
Bibliographical noteFunding Information:
This research was supported by the European Research Council under the European Community's Seventh Framework Program (ERC grant agreement no. 338912) and by the Israel Science Foundation administrated by the Israel Academy of Sciences and Humanities (140/12). I. M. is holder of the Sir Michael and Lady Sobell Academic Chair.
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