The chemistry of Lauren-1-ene. III. Synthesis and properties of laurenane and 1βH-Lamenane

Abstract

The saturated hydrocarbons laurenane (3) and 1βH-laurenane (4) have been synthesized. Assignments of their ¹³C n.m.r. and ¹H n.m.r. spectra are reported and used, with the aid of lanthanide shift reagents, to investigate conformational mobility of these substituted fenestranes. Some examples of long-range ¹³C n.m.r. substituent effects of the ε and ζ types have been noted.