Highly enantioselective Michael reaction employing cycloheptanone and cyclooctanone as nucleophiles?
New Journal of Chemistry Pub Date: 2014-10-24 DOI: 10.1039/C4NJ01206B
Abstract
An organocatalytic Michael reaction of cycloheptanone and cyclooctanone with nitrodienes and nitroolefins catalyzed by a hydroquinine-based primary amine catalyst has been accomplished. The corresponding Michael adducts were obtained in good yields (up to 88%) with good to excellent diastereoselectivities (up to >100?:?1) and enantioselectivities (up to >99% ee). The absolute configuration of the Michael product was assigned by TDDFT simulation of the ECD spectrum. And the Michael products can be readily converted into analogues of cycloalkano[b] fused pyrrolidines.
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Journal Name：New Journal of Chemistry
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CAS no.: 89640-58-4
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