Proline‐Catalyzed Highly Enantioselective and <i>anti</i>‐Selective Mannich Reaction of Unactivated Ketones: Synthesis of Chiral α‐Amino Acids

Björn T. Hahn, Roland Fröhlich, Klaus Harms, Frank Glorius

Angewandte Chemie International Edition · 2008 · 98 citations · 37 references

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Abstract

Universal L-proline: The title reaction complements well-known syn-selective Mannich reactions. The Mannich products can be converted readily into the free amino acids by hydrogenolytic deprotection under mild conditions (see scheme). DMSO=dimethyl sulfoxide; R1=alkyl, OH; R2=alkyl.

References

37