Details

Autor(en) / Beteiligte

• Yousefi, Roozbeh
• Whitehead, Daniel C
• Mueller, Janet M
• Staples, Richard J
• Borhan, Babak

Titel

On the Chlorenium Source in the Asymmetric Chlorolactonization Reaction

Ist Teil von

• Organic letters, 2011-02, Vol.13 (4), p.608-611

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2011

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• N-Acylated N-chlorohydantoins are shown to be competent chlorenium sources in the (DHQD)2PHAL-mediated asymmetric chlorolactonization. The derivatives demonstrate the exact role of the N1 and N3 chlorine atoms in the parent dichlorohydantoins with the N1 chlorine serving as an inductive activator and the N3 chlorine being delivered to the substrate. The putative associated catalyst/chlorine source complex was experimentally demonstrated through a series of matched/mismatched experiments employing chiral N-chlorinated hydantoins.