The effects of a remote stereogenic center in the Lewis base catalyzed aldol additions of chiral trichlorosilyl enolates

Organic Letters

Volumn 4, Issue 20, 2002, Pages 3477-3480

  Denmark, Scott E ^a   Fujimori, Shinji ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

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EID: 0042809553     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026594n     Document Type: Article

References (25)

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3. (c) Braun, M. In Stereoselective Synthesis, Methods of Organic Chemistry (Houben-Weyl), Workbench Edition E 21; Helmchen, G., Hoffmann, R. W., Mulzer, J., Schaumann, E., Eds.; Thieme: Stuttgart, 1996; Vol. 3, pp 1603-1748.
4. (a) Denmark, S. E.; Stavenger, R. A. Acc. Chem. Res. 2000, 33, 432.
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23. The configuration of the aldol product is assigned on the basis of the assumption that the newly formed stereogenic center is (R)-configured when (R,R)-20a is used.
24. Zimmerman, H. E.; Traxler, M. D. J. Am. Chem. Soc. 1957, 79, 1920.
25. In this nomenclature, the first descriptor indicates relative, and the second indicates internal stereochemistry. For discussion of these terms, see: Denmark, S. E.; Almstead, N. G. In Modern Carbonyl Chemistry; Otera, J., Ed.; Wiley-VCH: Weinheim, 2000; Chapter 10.