Abstract
The stereoselective synthesis of highly functionalized tetrahydrothiophenes bearing three contiguous stereocenters, one of them quaternary, can be achieved by reacting trans-α-cyano-α,β-unsaturated ketones and trans-tert-butyl 4-mercapto-2-butenoate in the presence of a readily available amine thiourea. The products are obtained in high yield, good diastereoselectivity, and excellent enantioselectivity. The overall formation of tetrahydrothiophenes occurs via a cascade double Michael reaction involving a highly efficient process of dynamic kinetic resolution.
Lingua originale | Inglese |
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pagine (da-a) | 3436-3439 |
Numero di pagine | 4 |
Rivista | Organic Letters |
Volume | 15 |
Numero di pubblicazione | 13 |
DOI | |
Stato di pubblicazione | Pubblicato - 5 lug 2013 |
Pubblicato esternamente | Sì |