Lithium N-trityl-N-(R)-1-phenethylamide, a readily available and useful base for the enantioselective formation of chiral enolates from achiral ketones

Author:

Busch-Petersen Jakub,Corey E.J

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference19 articles.

1. Busch-Petersen, J.; Corey, E. J. Tetrahedron Lett. 2000, 41, 2515. In this paper we inadvertently omitted referencing two earlier publications which were relevant: Brander, M. M. Recl. Trav. Chim. Pays-Bas. 1918, 37, 67 mentions, but provides no further information on trityl-t-butylamine. Maender, O. W.; Janzen, E. G. J. Org. Chem. 1969, 34, 4072 also mention this compound and describe it as a colorless liquid (solid, mp 90–91°C in our hands).

2. Shirai, R.; Tanaka, M.; Koga, K. J. Am. Chem. Soc. 1986, 108, 543.

3. Cain, C. M.; Cousins, R. P. C.; Coumbarides, G.; Simkins, N. S. Tetrahedron 1990, 46, 523.

4. For a recent review on enantioselective deprotonation by chiral bases, see: O'Brien, P. J. Chem. Soc., Perkin Trans. 1 1998, 1439.

5. Corey, E. J.; Gross, A. W. Tetrahedron Lett. 1984, 25, 495.

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