4.8 Article

[2,2]paracyclophane-based N,O-ligands in alkenylzinc additions to aldehydes

Journal

ORGANIC LETTERS
Volume 3, Issue 25, Pages 4119-4122

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol016954r

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[GRAPHICS] The application of planar and central chiral [2,2]paracyclophane-based N,O-ligands in asymmetric alkenylzinc additions to various aldehydes is described, which gives rise to very high ee's especially for difficult substrates. A fine-tuning of the alkenylzinc species by employing different transmetalation reagents is reported, allowing control of the steric bulk of the alkenylzinc species and thus the selectivity of the catalysis.

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