Abstract
Abstract The synthesis and reduction with lithium in ethylamine of the entitled stereoisomeric allyl ethers 1 and 2 are described. The reaction of both the isomers occurred very readily with concomitant cleavage of the methoxy groups, and gave the same products, 4-tert-butyl-1 -methylcyclohexene (13), and c- and t-3-tert-butyl-6-methylcyclohex-1-enes (14 and 15), in the same ratio (87 : 4 : 9), indicating that the respective reactions involved a common intermediate (16). Moreover, the reduction of the cis-isomer 1 with an axial methoxy group proceeded much more rapidly than that of the trans-isomer 2 with an equatorial methoxy.
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