Matches in SemOpenAlex for { <https://semopenalex.org/work/W4313583408> ?p ?o ?g. }
- W4313583408 endingPage "439" @default.
- W4313583408 startingPage "439" @default.
- W4313583408 abstract "Chiral 2-substituted chromanes are important substructures in organic synthesis and appear in numerous natural products. Herein, the correlation between specific optical rotations (SORs) and the stereochemistry at C2 of chiral 2-substituted chromanes was investigated through data mining, quantum-chemical calculations using density functional theory (DFT), and mechanistic analyses. For 2-aliphatic (including acyloxy and alkenyl) chromanes, the P-helicity of the dihydropyran ring usually corresponds to a positive SOR; however, 2-aryl chromanes with P-helicity tend to exhibit negative SORs. 2-Carboxyl (including alkoxycarbonyl and carbonyl) chromanes often display small experimental SORs, and theoretical calculations for them are prone to error because of the fluctuating conformational distribution with computational parameters. Several typical compounds were discussed, including detailed descriptions of the asymmetric synthesis, absolute configuration (AC) assignment methods, and systematic conformational analysis. We hope this work will enrich the knowledge of the stereochemistry of chiral 2-substituted chromanes." @default.
- W4313583408 created "2023-01-06" @default.
- W4313583408 creator A5019106676 @default.
- W4313583408 creator A5068332646 @default.
- W4313583408 creator A5070778210 @default.
- W4313583408 creator A5071045449 @default.
- W4313583408 creator A5077196517 @default.
- W4313583408 creator A5082385246 @default.
- W4313583408 date "2023-01-03" @default.
- W4313583408 modified "2023-09-25" @default.
- W4313583408 title "Stereochemistry of Chiral 2-Substituted Chromanes: Twist of the Dihydropyran Ring and Specific Optical Rotation" @default.
- W4313583408 cites W1964169759 @default.
- W4313583408 cites W1964428082 @default.
- W4313583408 cites W1967038878 @default.
- W4313583408 cites W1970845071 @default.
- W4313583408 cites W1978449195 @default.
- W4313583408 cites W1984826887 @default.
- W4313583408 cites W1990640831 @default.
- W4313583408 cites W1993229033 @default.
- W4313583408 cites W1997151511 @default.
- W4313583408 cites W2001892418 @default.
- W4313583408 cites W2011215428 @default.
- W4313583408 cites W2011791598 @default.
- W4313583408 cites W2015038120 @default.
- W4313583408 cites W2018274806 @default.
- W4313583408 cites W2038094252 @default.
- W4313583408 cites W2040748240 @default.
- W4313583408 cites W2041913703 @default.
- W4313583408 cites W2043132271 @default.
- W4313583408 cites W2044211646 @default.
- W4313583408 cites W2051844708 @default.
- W4313583408 cites W2054170700 @default.
- W4313583408 cites W2055064297 @default.
- W4313583408 cites W2060419242 @default.
- W4313583408 cites W2061558598 @default.
- W4313583408 cites W2069357664 @default.
- W4313583408 cites W2070122179 @default.
- W4313583408 cites W2074645979 @default.
- W4313583408 cites W2082034588 @default.
- W4313583408 cites W2090187387 @default.
- W4313583408 cites W2097996812 @default.
- W4313583408 cites W2105732204 @default.
- W4313583408 cites W2109243913 @default.
- W4313583408 cites W2113328735 @default.
- W4313583408 cites W2115464506 @default.
- W4313583408 cites W2117275296 @default.
- W4313583408 cites W2120981837 @default.
- W4313583408 cites W2125449643 @default.
- W4313583408 cites W2132939399 @default.
- W4313583408 cites W2135439495 @default.
- W4313583408 cites W2137677033 @default.
- W4313583408 cites W2143538260 @default.
- W4313583408 cites W2144600581 @default.
- W4313583408 cites W2150697053 @default.
- W4313583408 cites W2152987778 @default.
- W4313583408 cites W2202256535 @default.
- W4313583408 cites W2301310776 @default.
- W4313583408 cites W2312236887 @default.
- W4313583408 cites W2314774954 @default.
- W4313583408 cites W2319773091 @default.
- W4313583408 cites W2347010180 @default.
- W4313583408 cites W2416228595 @default.
- W4313583408 cites W2460760907 @default.
- W4313583408 cites W2519326206 @default.
- W4313583408 cites W2560024136 @default.
- W4313583408 cites W2602751511 @default.
- W4313583408 cites W2605834495 @default.
- W4313583408 cites W2606816583 @default.
- W4313583408 cites W2620679685 @default.
- W4313583408 cites W2766261974 @default.
- W4313583408 cites W2766336828 @default.
- W4313583408 cites W2780962584 @default.
- W4313583408 cites W2799348911 @default.
- W4313583408 cites W2803674460 @default.
- W4313583408 cites W2886883462 @default.
- W4313583408 cites W2892677612 @default.
- W4313583408 cites W2901544895 @default.
- W4313583408 cites W2913721910 @default.
- W4313583408 cites W2914032513 @default.
- W4313583408 cites W2948009958 @default.
- W4313583408 cites W2948252936 @default.
- W4313583408 cites W2949794922 @default.
- W4313583408 cites W2949981887 @default.
- W4313583408 cites W2951929517 @default.
- W4313583408 cites W2953107506 @default.
- W4313583408 cites W2953392165 @default.
- W4313583408 cites W2966056459 @default.
- W4313583408 cites W2990054960 @default.
- W4313583408 cites W2996564418 @default.
- W4313583408 cites W2996981983 @default.
- W4313583408 cites W3006072378 @default.
- W4313583408 cites W3009671906 @default.
- W4313583408 cites W3013885622 @default.
- W4313583408 cites W3038725334 @default.
- W4313583408 cites W3080710008 @default.
- W4313583408 cites W3090285152 @default.
- W4313583408 cites W949198047 @default.
- W4313583408 doi "https://doi.org/10.3390/molecules28010439" @default.