Concepedia

Quinine/selectfluor combination induced asymmetric semipinacol rearrangement of allylic alcohols: an effective and enantioselective approach to α-quaternary β-fluoro aldehydes

Min Wang, Bao Min Wang, Lei Shi, Yong Qiang Tu, Chun‐An Fan, Shao Hua Wang, Xiang Dong Hu

Chemical Communications · 2005 · 80 citations · 30 references

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Concepts

Abstract

A quinine/Selectfluor combination inducing rearrangement reaction of allylic alcohols was discovered, which involved a moderate yield with good enantioselective construction of alpha-quaternary carbon center and beta-fluoro aldehyde under base condition.

References

30

Enantioselective Construction of Quaternary Stereocenters

Jens Christoffers, Alexander Mann · Angewandte Chemie International Edition · 2001 · 713 citations

, , +9

Self‐Regeneration of Stereocenters (SRS)—Applications, Limitations, and Abandonment of a Synthetic Principle

Dieter Seebàch, Andrea Rolf Sting, Matthias Hoffmann · Angewandte Chemie International Edition in English · 1996 · 482 citations

, , +9

Enantioselective Formation of Stereogenic Carbon–Fluorine Centers by a Simple Catalytic Method

Mauro Marigo, Doris Fielenbach, Alan Braunton et al. · Angewandte Chemie International Edition · 2005 · 465 citations · Full text

, , +9

Enantioselective Organocatalytic α-Fluorination of Aldehydes

T. D. Beeson, David W. C. MacMillan · Journal of the American Chemical Society · 2005 · 417 citations

, , +15

Direct Asymmetric α‐Fluorination of Aldehydes

Derek Steiner, Nobuyuki Mase, Carlos F. Barbas · Angewandte Chemie International Edition · 2005 · 328 citations

, , +10