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Title: | Comprehensive study towards the desulfonylation/desulfinylation of cis-3-functionalized 3-phenylsulfonyl/sulfinyl-β-lactams to access novel cis-3-monosubstituted-β-lactams |
Authors: | Khullar, S. Mandal, S.K. |
Keywords: | Trans-3-Phenylsulfinyl-β-lactams C-3 functionalization Michael addition Desulfonylation |
Issue Date: | 2018 |
Publisher: | Elsevier Ltd |
Citation: | Tetrahedron, 74(33), pp. 4400-4408 |
Abstract: | An inclusive study towards the stereospecific synthesis of novel cis-3-monosubstituted-β-lactams from cis-3-functionalized 3-phenylsulfonyl/sulfinyl-β-lactams is described. 3-Sulfinyl-β-lactams 5/5ʹ successfully furnished stereospecific cis-3-monosubstituted-β-lactams 6, however 3-sulfonyl-β-lactams 2 failed to give the desulfurized product 6ʹ. The final stereochemical and structural conformations of novel β-lactams were established by single crystal X-ray crystallographic study (5c). The cis configuration of the β-lactams 5/5ʹ and 6 was assigned in relevance to E and C4-H and C3-H and C4-H respectively. |
Description: | Only IISERM authors are available in the record. |
URI: | https://www.sciencedirect.com/science/article/pii/S0040402018307993 http://hdl.handle.net/123456789/1903 |
Appears in Collections: | Research Articles |
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