Helvetica chimica acta

… Hetero??Diels??Alder and Cheletropic Additions of Sulfur Dioxide to 2??Substituted Buta??1, 3??dienes. Synthesis of 2??(1??Naphthyl)??and 2??(2??Naphthyl) buta??1, 3??diene

E Roversi, P Vogel

Index: Roversi, Elena; Vogel, Pierre Helvetica Chimica Acta, 2002 , vol. 85, # 3 p. 761 - 771

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Citation Number: 15

Abstract

Abstract Chloroprene (= 2-chlorobuta-1, 3-diene; 4b) and electron-rich dienes such as 2- methoxy-(4c), 2-acetoxy-(4d), and 2-(phenylseleno) buta-1, 3-diene (4e) refused to equilibrate with the corresponding sultines 5 or 6 between− 80 and− 10 in the presence of excess SO 2 and an acidic promoter. Isoprene (4a) and 2-(triethylsilyl)-(4f), 2-phenyl-(4g), and 2-(2-naphthyl) buta-1, 3-diene (4i) underwent the hetero-Diels-Alder additions with ...