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Metal-free diastereoselective synthesis of diaza-bicyclo[3.2.0]heptan-7-one and its transformation to functionalized proline esters |
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| Authors: | Yogesh Kumar Bilash Kuila Dinesh Mahajan Prabhpreet Singh Balaram Mohapatra Gaurav Bhargava |
| Institution: | 1. Department of Applied Sciences, Punjab Technical University, Kapurthala 144601, Punjab, India;2. Sphaera Pharma Pvt. Ltd, Plot 32, Sec-5, IMT Manesar, Gurgaon, Haryana, India;3. Department of Chemistry, Guru Nanak Dev University, Amritsar 143005, Punjab, India;4. Department of Chemistry, Indian Institute of Technology, Kanpur, India |
| Abstract: | A metal-free diastereoselective synthesis of novel 4-halo-3,6-di-aryl-2,6-diaza-bicyclo3.2.0]heptan-7-one by intramolecular endo-trig haloamination of 3-amino-2-azetidinone is reported. The amidiolytic ring opening of diaza-bicyclo3.2.0]heptan-7-one with sodium methoxide provides an easy access to previously unknown 4-halo-3-aryl amino-pyrrolidine-2-carboxylic acid methyl esters in good yields. |
| Keywords: | 3-Amino-lactam Halocyclization 2 6-Diaza-bicyclo[3 2 0]heptan-7-one Pyrrolidine ester |
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