A rapid and general method for the asymmetric synthesis of 2-substituted pyrrolidines using tert-butanesulfinamide |
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| Authors: | Brinner Kristin M Ellman Jonathan A |
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| Affiliation: | Center for New Directions in Organic Synthesis, Chemistry Department, University of California, Berkeley, CA 94720, USA. kristin_brinner@chiron.com |
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| Abstract: | A new method for the asymmetric synthesis of 2-substituted pyrrolidines in three steps from commercially available starting materials is described. Addition of the Grignard reagent prepared from 2-(2-bromoethyl)-1,3-dioxane to N-tert-butanesulfinyl aldimines proceeds in high yields and with good diastereoselectivities. The sulfinamide products are then cleanly converted into pyrrolidines in one step. |
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