Rrans-Cinnamyl alcohol

CijHkjO 104-54-1) see Chloramphenicol Zipeprol rrans-cinnamyl alcohol (C HiqO 4407-36-7) see Reboxetine cinnamyl bromide... 

The first examples of the enantioselective Simmons-Smith cyclopropanations mediated by a chiral catalyst are very recent. Scheme 6.33 shows three catalysts for the cyclopropanation of rrans-cinnamyl alcohol. The most selective appears to be Charette s dioxaborolane (Scheme 6.33c, [120-122], which also affords the highest yield of product, although this procedure is only suitable for small scale.With other olefins, such as cis and trans disubstituted alkenes and P,P-trisubstituted alkenes, the yields are nearly as good and the enantioselectivities are 96-97%. An important finding in this study [120] was that, in addition to the Lewis acid (boron) that binds the alcohol, a second atom to chelate the zinc is also necessary. In the... 

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See also in sourсe #XX -- [ ]

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