Stereoselective Substitution in 2-Bromo Amides in the Presence of Ag(1+) or Ag2O

DOI: 10.1021/jo00118a017

Source and publish data:

Journal of Organic Chemistry p. 4013 - 4016 (1995)

Update date:2022-08-03

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Authors:

D'Angeli, Ferruccio

Marchetti, Paolo

Bertolasi, Valerio

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Article abstract of DOI:10.1021/jo00118a017

Bromine displacement by a primary, secondary, or tertiary amine, or methanol, in chiral nonracemic (S)-2-bromopropanamides 1 occurs with high yields and stereoselectivity.Soluble Ag(1+) promotes inversion, and solid Ag2O promotes retention of configuratio

Full text of DOI:10.1021/jo00118a017

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