Asymmetric synthesis of cytospolides C and D through successful exploration of stereoselective Julia-Kocienski olefination and Suzuki reaction followed by macrolactonization
dc.contributor.author | Rej, RK | |
dc.contributor.author | Kumar, R | |
dc.contributor.author | Nanda, S | |
dc.date.accessioned | 2023-09-13T13:12:45Z | |
dc.date.available | 2023-09-13T13:12:45Z | |
dc.date.issued | 2015-05-27 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.issn | 1464-5416 | |
dc.identifier.uri | https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000355031000001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=cc40378bfc9614a14500fbd6db90869f | |
dc.identifier.uri | https://hdl.handle.net/2027.42/177667 | en |
dc.description.abstract | Abstract Asymmetric total synthesis of two naturally occurring nonenolides cytospolides C (3) and D (4) was accomplished through successful exploration of stereoselective Julia-Kocienski (JK) olefination reaction for the construction of the required E-olefinic geometry (C4-C5) present in the target molecule. In an alternative approach Suzuki cross coupling reaction of an E-vinylic bromide and an alkylborane species was also efficiently applied to access the macrolactonization precursor. Late stage lactonization through Mitsunobu cyclization afforded the target molecules in good yield. | |
dc.language | en | |
dc.publisher | Elsevier | |
dc.subject | Julia-Kocienski olefination | |
dc.subject | Mitsunobu lactonization | |
dc.subject | Metal enzyme combined dynamic kinetic | |
dc.subject | resolution (MEDKR) | |
dc.subject | Suziki cross coupling reaction | |
dc.subject | Asymmetric synthesis | |
dc.title | Asymmetric synthesis of cytospolides C and D through successful exploration of stereoselective Julia-Kocienski olefination and Suzuki reaction followed by macrolactonization | |
dc.type | Article | |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/177667/2/Asymmetric synthesis of cytospolides C.pdf | |
dc.identifier.doi | 10.1016/j.tet.2015.04.014 | |
dc.identifier.doi | https://dx.doi.org/10.7302/8124 | |
dc.identifier.source | Tetrahedron | |
dc.description.version | Published version | |
dc.date.updated | 2023-09-13T13:12:44Z | |
dc.identifier.orcid | 0000-0003-0904-9137 | |
dc.identifier.volume | 71 | |
dc.identifier.issue | 21 | |
dc.identifier.startpage | 3185 | |
dc.identifier.endpage | 3194 | |
dc.identifier.name-orcid | Rej, RK; 0000-0003-0904-9137 | |
dc.identifier.name-orcid | Kumar, R | |
dc.identifier.name-orcid | Nanda, S | |
dc.working.doi | 10.7302/8124 | en |
dc.owningcollname | Internal Medicine, Department of |
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