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Published August 1964 | public
Journal Article

The Acid-Catalyzed Cyclization of Acyclic Dienes

Abstract

The acid-catalyzed cyclizations of trans,trans- and cis,cis-2,6-octadiene have been investigated utilizing deuterated acid to initiate cyclization. The stereochemistry of the products shows that the cyclization process is concerted with proton attack and follows the stereoelectronic predictions made for terpene biosynthesis. A small percentage of the time the acquisition of the nucleophile is clearly concerted with the preceding steps and leads, likewise, to the theoretically expected product.

Additional Information

© 1964 American Chemical Society. Publication Date: August 1964. This work was supported in part by a grant from the Paint Research Institute and in part by Public Health Service Research Grant GM 10218-02.

Additional details

Created:
August 19, 2023
Modified:
October 23, 2023