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THE SYNTHESIS AND REACTIVITY OF ALLYLIC ALCOHOLS AND THEIR DERIVATIVES: THE SYNTHESIS OF (Z)-3BETA,16ALPHA-DIHYDROXY-5,17(20)-PREGNADIENE 3-PIVALOATE; THE MITSUNOBU REACTION OF 2-CYCLOHEXENOLS; THE EUROPIUM(III)-CATALYZED REARRANGEMENT OF ALLYLIC METHOXYACETATES (PREGNADIENE PIVALOATE, DIHYDROXYPREGNADIENE).

BRIAN KEITH SHULL

出版	University of MICHIGAN, 1991
URL	http://books.google.com.hk/books?id=cloeAQAAMAAJ&hl=&source=gbs_api

註釋

5-isopropyl-2-methyl-2-cyclohexen-1-ol all give virtually identical product distributions with respect to inversion (75-90%) and retention (0-7%) at the carbinol center as well as syn (4-8%) and anti (3-13%) S$\sb{\rm N}$2$\sp\prime$ reaction when THF and benzene were used as solvent. The reaction in CH$\sb2$Cl$\sb2$ gives less selective product distributions. Since the quasi-equatorial and quasi-axial nature of the starting allylic alcohol did seem to affect the product distribution, it was concluded