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1 article(s) from Rideau, Emeline

Copper-catalysed asymmetric allylic alkylation of alkylzirconocenes to racemic 3,6-dihydro-2H-pyrans

Emeline Rideau and
Stephen P. Fletcher

Beilstein J. Org. Chem. 2015, 11, 2435–2443, doi:10.3762/bjoc.11.264

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Scheme 1: Previously reported Cu-AAA of alkylzirconium reagents to racemic allyl chlorides [26] and this work.

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Figure 1: DoE from 3,6-dihydro-2H-pyran-3-yl diethyl phosphate (2d). Conditions: 4-phenyl-1-butene (2.5 equiv...

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Scheme 2: Scope of nucleophiles. Conditions: alkene (2.5 equiv), Cp₂ZrHCl (2.0 equiv), 3-chloro-3,6-dihydro-2H...

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Figure 2: Reaction kinetics as monitored by in situ ¹H NMR spectroscopy from 3-chloro-3,6-dihydro-2H-pyran (2a...

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Figure 3: Reaction kinetics as monitored by in situ ¹H NMR spectroscopy from 3,6-dihydro-2H-pyran-3-yl diethy...

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Figure 4: Kinetic ee analysis using 2a. ee of reaction with 3-chloro-3,6-dihydro-2H-pyran (2a) as measured by...

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Figure 5: Kinetic ee analysis using 2d. ee of reaction with 3,6-dihydro-2H-pyran-3-yl diethyl phosphate (2d) ...

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Published 03 Dec 2015

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