Yb(OTf)3-Catalyzed Oxymercuration of Homoallylic Alcohol-Derived Hemiacetals and Hemiketals
- 2 September 2000
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 2 (20) , 3197-3199
- https://doi.org/10.1021/ol0063860
Abstract
1,3-Diol synthons, protected as acetonides or benzylidene acetals, may be synthesized efficiently from homoallylic alcohols and acetone or benzaldehyde by oxymercuration of the derived hemiketals and hemiacetals with HgClOAc. The use of catalytic amounts of Yb(OTf)3 is crucial to the success of the reaction, which was determined to be reversible.Keywords
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