Concepedia

Allylation and highly diastereoselective syn or anti crotylation of N-toluenesulfonylimines using potassium allyl- and crotyltrifluoroborates

Sze‐Wan Li, Robert A. Batey

Chemical Communications · 2004 · 63 citations · 22 references

DOI

Concepts

Abstract

Air and moisture stable potassium allyl- and crotyltrifluoroborates undergo addition to N-sulfonyl and N-sulfinyl aldimines in the presence of Lewis acids, to provide the corresponding homoallylic amines in high yields and excellent diastereoselectivity.

References

22

<i>N-tert</i>-Butanesulfinyl Imines:  Versatile Intermediates for the Asymmetric Synthesis of Amines

Jonathan A. Ellman, Timothy D. Owens, Tony P. Tang · Accounts of Chemical Research · 2002 · 828 citations

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Catalytic Asymmetric Synthesis of <i>tert</i>-Butanesulfinamide. Application to the Asymmetric Synthesis of Amines

Guangcheng Liu, Derek A. Cogan, Jonathan A. Ellman · Journal of the American Chemical Society · 1997 · 515 citations

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Synthesis of Enantiomerically Pure <i>N</i>-<i>tert</i>-Butanesulfinyl Imines (<i>tert</i>-Butanesulfinimines) by the Direct Condensation of <i>tert</i>-Butanesulfinamide with Aldehydes and Ketones

Guangcheng Liu, Derek A. Cogan, Timothy D. Owens et al. · The Journal of Organic Chemistry · 1999 · 499 citations

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Recent Advances in the Activation of Boron and Silicon Reagents for Stereocontrolled Allylation Reactions

Jason W. J. Kennedy, Dennis G. Hall · Angewandte Chemie International Edition · 2003 · 284 citations · Full text

, , +8

Asymmetric synthesis of chiral amines by highly diastereoselective 1,2-additions of organometallic reagents to N-tert -Butanesulfinyl Imines

Chandra Babu K, Buchi Reddy R, K. Mukkanti et al. · 2012 · 278 citations

, , +8