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On the dihydroxylation of cyclic allylic alcohols

โœ Scribed by Timothy J. Donohoe; Rina Garg; Peter R. Moore


Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
240 KB
Volume
37
Category
Article
ISSN
0040-4039

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The asymmetric dihydroxylation of several ck allylic alcohols is reported. The reactions proceed with moderate to good enantioselectivity. The enhanced enantioselection observed relatitie to other cis-olefin classes is believed to be dependent on the presence of the free hydroxyl group. A cis-hommll

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A highly diastereoselective dihydroxylation protocol has been developed for acyclic allylic alcohol derivatives leading to triol derivatives with diastereoselectivity reversed to the classical osmylation (anti-Kishi). Selectivities ate acceptable for E-allylic derivatives 1, and high for those deriv