U. Egner et al. Tetrahedron 55, 11267 (1999).
The creation of 15-unsaturated 9 begins with 3-methyl ether 7.
Chlorotrimethysilane was added to 7 causing the addition of SiMe3 to the double
bonded oxygen and the release of H-Cl. Palladium (II) Acetate was then used to
add two hydrogens to the pentane ring. This caused a shifting of the double bond
and the reformation of the alpha hydrogen. This full reaction was similar to the
mechanism and shift of hydrogens that occurred in our paper in the reaction of 14
to 15.
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3534.
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Tang, R. R.; Guo, C. C.; Fan, B. L. J. Cent. South Univ. T. 2004, 11, 300-303.