Publication Date:
2014-03-14
Description:
A variety of chiral N -phosphinyl α-imino esters have been synthesized for the first time from ketoesters and phosphinylamide, which were then reduced by L-selectride to give the corresponding N -phosphinyl-protected α-amino esters. The reduction proceeded very well with excellent chemical yields (88–98%) as well as high diastereoselectivities (96:4 to 99:1). Some of these products could be obtained without column chromatography and recrystallization. The chiral phosphinyl auxiliary could be easily cleaved under acidic conditions. Beilstein J. Org. Chem. 2014, 10, 653–659. doi:10.3762/bjoc.10.57
Keywords:
α-amino esterα-imino estergroup-assisted purificationphosphinyl auxiliaryreduction
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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