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Beilstein J. Org. Chem. 2015, 11, 2435–2443, doi:10.3762/bjoc.11.264
Graphical Abstract
Scheme 1: Previously reported Cu-AAA of alkylzirconium reagents to racemic allyl chlorides [26] and this work.
Figure 1: DoE from 3,6-dihydro-2H-pyran-3-yl diethyl phosphate (2d). Conditions: 4-phenyl-1-butene (2.5 equiv...
Scheme 2: Scope of nucleophiles. Conditions: alkene (2.5 equiv), Cp2ZrHCl (2.0 equiv), 3-chloro-3,6-dihydro-2H...
Figure 2: Reaction kinetics as monitored by in situ 1H NMR spectroscopy from 3-chloro-3,6-dihydro-2H-pyran (2a...
Figure 3: Reaction kinetics as monitored by in situ 1H NMR spectroscopy from 3,6-dihydro-2H-pyran-3-yl diethy...
Figure 4: Kinetic ee analysis using 2a. ee of reaction with 3-chloro-3,6-dihydro-2H-pyran (2a) as measured by...
Figure 5: Kinetic ee analysis using 2d. ee of reaction with 3,6-dihydro-2H-pyran-3-yl diethyl phosphate (2d) ...
Beilstein J. Org. Chem. 2011, 7, 1304–1309, doi:10.3762/bjoc.7.152
Figure 1: 2-Aminoisobutyric acid (Aib).
Scheme 1: Alkylation of L-alanine.
Scheme 2: Determining enantiomeric purity and absolute configuration of 6*.
Figure 2: Portion of 13C NMR spectrum of 7 showing 2.1:1 ratio of diastereoisomeric isotopomers.
Figure 3: Portion of 13C NMR spectrum of 8 showing location of 13C label in the less shielded methyl group.
Figure 4: Portion of 1H NMR spectrum of 8 showing greater 1JHC coupling in the less shielded methyl group.