Tetrahedron Letters p. 5421 - 5424 (1989)
Update date:2022-08-04
Topics:
Reetz, M.T.
Schmitz, A.
Holdgruen, X.
N,N-dibenzyl-protected α-amino-aldehydes 1 undergo non-chelation-controlled aldol additions of 1-phenoxy-1-trimethylsiloxyethylene 2 followed by β-lactone formation and dyotropic rearrangement, all three reactions being catalyzed by MgCl2.The products, 4-substituted 3-amino-χ-lactones 3, are stereochemically pure (de and ee > 99percent).
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