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10.1039/b602822e For the stereocomplementary use of chiral catalysts for hetero Diels-Alder reactions on a solid support, see:
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0001646391
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In a corresponding solution phase experiment, the methyl ester corresponding to aldehyde 3 yielded homoallylic alcohol 4 in 83% yield and in an enantiomer ratio of 92.5: 7.5 with the same sense of stereoinduction Isolation:
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U. S. Racherla H. C. Brown J. Org. Chem. 1991 56 401 404
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3042819410
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The combination of asymmetric allylation and ring closing metathesis has been used before for the asymmetric synthesis of natural products with α,β-unsaturated δ-lactone structures. See, for example:
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0035218054
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Synthesis:
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G. E. Raoelison C. Terreaux E. F. Queiroz F. Zsila M. Simonyi S. Antus A. Randriantsoa K. Hostettmann Helv. Chim. Acta 2001 84 3470 3476
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