Matches in SemOpenAlex for { <https://semopenalex.org/work/W2897871377> ?p ?o ?g. }
- W2897871377 endingPage "478" @default.
- W2897871377 startingPage "467" @default.
- W2897871377 abstract "Naturally occurring γ-butyrolactones and their synthetic analogues display a wide range of bioactivities. Here, the multicomponent reaction of dimethyl 2-benzyl-3-methylenesuccinate with bromobenzene and benzaldehyde catalyzed by cobalt (II) bromide afforded a maculalactone derivative with three stereogenic centers. This reaction presented moderate diastereoselectivity and yielded different proportions of all the four possible diastereoisomers. The anti:anti (majority), anti:syn, syn:anti, and syn:syn diastereoisomers were isolated and characterized by 1D and 2D NMR experiments. Because the stereochemical assignment of all the diastereoisomers by Nuclear Overhauser Effect Difference (NOEDiff) experiments was not definitive, the 1H and 13C NMR chemical shifts were predicted by theoretical calculations with the density functional theory at the B3LYP/6-31G(d) level. The relative configurations of all the four diastereoisomers were assigned by using the CP3 parameter to compare the experimental and the calculated data and by determining the CP3 probability, which provided high level of confidence." @default.
- W2897871377 created "2018-10-26" @default.
- W2897871377 creator A5016669959 @default.
- W2897871377 creator A5022567798 @default.
- W2897871377 creator A5064534766 @default.
- W2897871377 creator A5085052902 @default.
- W2897871377 creator A5088990653 @default.
- W2897871377 creator A5091849758 @default.
- W2897871377 date "2019-02-01" @default.
- W2897871377 modified "2023-10-14" @default.
- W2897871377 title "Stereochemical assignment of four diastereoisomers of a maculalactone derivative by computational NMR calculations" @default.
- W2897871377 cites W1134064103 @default.
- W2897871377 cites W1932807774 @default.
- W2897871377 cites W1933690368 @default.
- W2897871377 cites W1935739209 @default.
- W2897871377 cites W1973019251 @default.
- W2897871377 cites W1973714852 @default.
- W2897871377 cites W1975875310 @default.
- W2897871377 cites W1975907571 @default.
- W2897871377 cites W1984706730 @default.
- W2897871377 cites W1985114961 @default.
- W2897871377 cites W1988091937 @default.
- W2897871377 cites W1989696154 @default.
- W2897871377 cites W1990750693 @default.
- W2897871377 cites W1993763119 @default.
- W2897871377 cites W1999058114 @default.
- W2897871377 cites W2008498992 @default.
- W2897871377 cites W2010994908 @default.
- W2897871377 cites W2014261064 @default.
- W2897871377 cites W2016112438 @default.
- W2897871377 cites W2016614818 @default.
- W2897871377 cites W2023271753 @default.
- W2897871377 cites W2023815941 @default.
- W2897871377 cites W2026603860 @default.
- W2897871377 cites W2027160892 @default.
- W2897871377 cites W2032351529 @default.
- W2897871377 cites W2035447400 @default.
- W2897871377 cites W2038387207 @default.
- W2897871377 cites W2038533471 @default.
- W2897871377 cites W2053701172 @default.
- W2897871377 cites W2058151515 @default.
- W2897871377 cites W2058210956 @default.
- W2897871377 cites W2058804242 @default.
- W2897871377 cites W2063990352 @default.
- W2897871377 cites W2067718414 @default.
- W2897871377 cites W2073073396 @default.
- W2897871377 cites W2078238094 @default.
- W2897871377 cites W2079961789 @default.
- W2897871377 cites W2087647923 @default.
- W2897871377 cites W2089090980 @default.
- W2897871377 cites W2089845422 @default.
- W2897871377 cites W2091075609 @default.
- W2897871377 cites W2096747776 @default.
- W2897871377 cites W2096884546 @default.
- W2897871377 cites W2100122241 @default.
- W2897871377 cites W2112094458 @default.
- W2897871377 cites W2123583247 @default.
- W2897871377 cites W2143945519 @default.
- W2897871377 cites W2143981217 @default.
- W2897871377 cites W2144485006 @default.
- W2897871377 cites W2148284063 @default.
- W2897871377 cites W2149648243 @default.
- W2897871377 cites W2166037897 @default.
- W2897871377 cites W2196071036 @default.
- W2897871377 cites W2266744642 @default.
- W2897871377 cites W2313779571 @default.
- W2897871377 cites W2313793638 @default.
- W2897871377 cites W2314691873 @default.
- W2897871377 cites W2319330077 @default.
- W2897871377 cites W2331759379 @default.
- W2897871377 cites W2335203068 @default.
- W2897871377 cites W2343386623 @default.
- W2897871377 cites W2431218509 @default.
- W2897871377 cites W2465478525 @default.
- W2897871377 cites W2527724183 @default.
- W2897871377 cites W2565059543 @default.
- W2897871377 cites W2600095835 @default.
- W2897871377 cites W2602182778 @default.
- W2897871377 cites W2756459176 @default.
- W2897871377 cites W2779155086 @default.
- W2897871377 cites W2793354720 @default.
- W2897871377 cites W2950428094 @default.
- W2897871377 cites W2951622182 @default.
- W2897871377 cites W2952320775 @default.
- W2897871377 cites W2953123246 @default.
- W2897871377 cites W4230413343 @default.
- W2897871377 doi "https://doi.org/10.1016/j.molstruc.2018.10.064" @default.
- W2897871377 hasPublicationYear "2019" @default.
- W2897871377 type Work @default.
- W2897871377 sameAs 2897871377 @default.
- W2897871377 citedByCount "3" @default.
- W2897871377 countsByYear W28978713772020 @default.
- W2897871377 countsByYear W28978713772021 @default.
- W2897871377 crossrefType "journal-article" @default.
- W2897871377 hasAuthorship W2897871377A5016669959 @default.
- W2897871377 hasAuthorship W2897871377A5022567798 @default.
- W2897871377 hasAuthorship W2897871377A5064534766 @default.
- W2897871377 hasAuthorship W2897871377A5085052902 @default.