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Modern Pummerer-Type Reactions

✍ Scribed by Ken S. Feldman

Book ID
101997756
Publisher
John Wiley and Sons
Year
2006
Weight
8 KB
Volume
37
Category
Article
ISSN
0931-7597

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Ethoxy vinyl esters (EVE:2) were efficient reagents for promoting the asymmetric Pummerer reaction with high enantioselectivity and high yield in contrast to the generally used acid anhydrides. Increasing the electron-donating ability on the R function in EVE 2 tended to increase enantioselectivity.

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In the classical Pummerer reaction, sulfoxides are converted to o-substituted sulfides by acids, anhydrides and acyl bond in sulfoxides (&) and that iminosulfuranes might first examples of Pummerer halides.2 The close formal resemblance in polarity between the S-C the S-N bond in iminosulfuranes (su