Guin, Avishek ; Rathod, Thukaram ; Gaykar, Rahul N. ; Roy, Tony ; Biju, Akkattu T. (2020) Lewis Acid Catalyzed Ring-Opening 1,3-Aminothiolation of Donor–Acceptor Cyclopropanes Using Sulfenamides Organic Letters, 22 (6). pp. 2276-2280. ISSN 1523-7060
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Official URL: http://doi.org/10.1021/acs.orglett.0c00483
Related URL: http://dx.doi.org/10.1021/acs.orglett.0c00483
Abstract
Yb(OTf)3 catalyzed mild and regioselective ring-opening 1,3-aminothiolation of donor-acceptor (D-A) cyclopropanes using sulfenamides has been demonstrated. The insertion of the C-C σ-bond of D-A cyclopropanes into the S-N σ-bond of sulfenamides allows the synthesis of diverse γ-aminated α-thiolated malonic diesters in moderate to good yields (up to 87%) with good functional group compatibility. The stereospecificity of the reaction was demonstrated using enantiomerically pure D-A cyclopropane.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society |
| ID Code: | 128599 |
| Deposited On: | 03 Nov 2022 06:45 |
| Last Modified: | 03 Nov 2022 06:45 |
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