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Sequential Rearrangement Reactions of Benzhomonorbornadiene Derivatives: Synthesis of 7-Vinylbenzonorbornadiene

✍ Scribed by Abdullah Menzek; Melek Gökmen

Publisher: John Wiley and Sons
Year: 2003
Tongue: German
Weight: 149 KB
Volume: 86
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.200390034

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✦ Synopsis

Abstract

The reaction of alcohol 12 with SOCl~2~ gave chlorides 13 and 14, and the acetolysis of toluene‐4‐sulfonate 15 gave sequential rearrangement products 16, 17, and 18. In the reaction of 12, 13 is the major product of sequential rearrangements. Treatment of chloride 13 with t‐BuOK gave 7‐vinylbenzonorbornadiene 19.

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