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For a related approach towards a tropane scaffold from a cyclohept-3-enamine precursor, see: Agami, C.; Couty, F.; Rabasso, N. Tetrahedron Lett. 2001, 42, 4633
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Compound 6 was produced from commercially available 4-pentenal in 91% yield and >99:1 dr using our highly (E)-selective MeMgBr mediated Wadsworth-Emmons procedure; see
-
Compound 6 was produced from commercially available 4-pentenal in 91% yield and >99:1 dr using our highly (E)-selective MeMgBr mediated Wadsworth-Emmons procedure; see: Claridge, T. D.W.; Davies, S. G.; Lee, J. A.; Nicholson, R. L.; Roberts, P. M.; Russell, A. J.; Smith, A. D.; Toms, S. M. Org. Lett. 2008, 10, 5437
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0028126511
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The stereochemical outcome of this reaction was initially assigned by reference to our transition state mnemonic which rationalizes the diastereoselectivity observed upon conjugate addition of lithium amides derived from α-methylbenzylamine; see
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The stereochemical outcome of this reaction was initially assigned by reference to our transition state mnemonic which rationalizes the diastereoselectivity observed upon conjugate addition of lithium amides derived from α-methylbenzylamine; see: Costello, J. F.; Davies, S. G.; Ichihara, O. Tetrahedron: Asymmetry 1994, 10, 1999
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