Gold(I)-Catalyzed Enantioselective Synthesis of Pyrazolidines, Isoxazolidines, and Tetrahydrooxazines
作者:R. L. LaLonde、Z. J. Wang、M. Mba、A. D. Lackner、F. Dean Toste
DOI:10.1002/anie.200905000
日期:2010.1.12
Au‐ff on a trip: Chiral ligands (L*) and chiral anions [(S)‐TriPAg] are employed in the gold(I)‐catalyzedenantioselectiveintramolecular additions of hydrazines and hydroxylamines to allenes. These complementary methods allow access to chiral vinyl isoxazolidines, oxazines, and differentially protected pyrazolidines. PNB=para‐nitrobenzoyl.
Upon treatment with a palladium catalyst, (o-iodoanilinoalkyl)allene compounds undergo intramolecular carbopalladation of allenes followed by intramolecular amination of Ï-allylpalladium complexes to afford indole derivatives in fairly good yields.