Enantioselective Organocatalyzed α Sulfenylation of Aldehydes

Mauro Marigo, Tobias C. Wabnitz, Doris Fielenbach, Karl Anker Jørgensen

Angewandte Chemie International Edition · 2005 · 956 citations · 36 references

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Abstract

The facile elaboration of optically active α-sulfanyl-substituted aldehydes makes their direct preparation from unmodified aldehydes and 1-benzylsulfanyl-1,2,4-triazole particularly valuable. The substituted aldehydes are formed with excellent enantioselectivities in the presence of sterically demanding chiral pyrrolidine derivatives as organocatalysts (see scheme). R, R′=H, alkyl, allyl, benzyl, Ph.

References

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