Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 31, Pages 8962-8965Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201603649
Keywords
aldol reactions; allenes; disulfonimides; Lewis acids; organocatalysis
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Funding
- Max Planck Society
- European Research Council
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Herein we describe the development of a catalytic enantioselective alkynylogous Mukaiyama aldol reaction. The reaction is catalyzed by a newly designed chiral disulfonimide and delivers chiral allenoates in high yields and with excellent regio-, diastereo-, and enantioselectivity. Our process tolerates a broad range of aldehydes in combination with diverse alkynyl-substituted ketene acetals. The reaction products can be readily derivatized to furnish a variety of highly substituted enantiomerically enriched building blocks.
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