Publication: Generation and reactions of novel oxiranyl 'Remote' anions
| dc.contributor.author | A. Chaiyanurakkul | en_US |
| dc.contributor.author | R. Jitchati | en_US |
| dc.contributor.author | M. Kaewpet | en_US |
| dc.contributor.author | S. Rajviroongit | en_US |
| dc.contributor.author | Y. Thebtaranonth | en_US |
| dc.contributor.author | P. Thongyoo | en_US |
| dc.contributor.author | W. Watcharin | en_US |
| dc.contributor.other | Mahidol University | en_US |
| dc.contributor.other | Thailand National Center for Genetic Engineering and Biotechnology | en_US |
| dc.contributor.other | Thammasat University | en_US |
| dc.date.accessioned | 2018-07-24T03:18:39Z | |
| dc.date.available | 2018-07-24T03:18:39Z | |
| dc.date.issued | 2003-12-01 | en_US |
| dc.description.abstract | Deprotonation of an oxiranyl β-proton takes place in a stereoselective manner providing the corresponding oxiranyl 'remote' anion. The anion is stabilized by chelation between the lithium and the carbonyl moiety of an ester, lactone, imide, or keto-group in the form of a five-membered cyclic intermediate. Certain ester-stabilized oxiranyl anions are stable and can be left in THF solution at -78°C for several hours. The generated anions undergo a stereoselective alkylation reaction to provide products, which could be useful intermediates in the synthesis of bioactive naturally occurring α-methylene bis-γ-butyrolactones. © 2003 Elsevier Ltd. All rights reserved. | en_US |
| dc.identifier.citation | Tetrahedron. Vol.59, No.49 (2003), 9825-9837 | en_US |
| dc.identifier.doi | 10.1016/j.tet.2003.09.020 | en_US |
| dc.identifier.issn | 00404020 | en_US |
| dc.identifier.other | 2-s2.0-0242558387 | en_US |
| dc.identifier.uri | https://repository.li.mahidol.ac.th/handle/20.500.14594/20677 | |
| dc.rights | Mahidol University | en_US |
| dc.rights.holder | SCOPUS | en_US |
| dc.source.uri | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0242558387&origin=inward | en_US |
| dc.subject | Biochemistry, Genetics and Molecular Biology | en_US |
| dc.subject | Chemistry | en_US |
| dc.subject | Pharmacology, Toxicology and Pharmaceutics | en_US |
| dc.title | Generation and reactions of novel oxiranyl 'Remote' anions | en_US |
| dc.type | Article | en_US |
| dspace.entity.type | Publication | |
| mu.datasource.scopus | https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=0242558387&origin=inward | en_US |