Journal of Organic Chemistry p. 5288 - 5290 (1992)
Update date:2022-08-03
Topics:
Panek, James S.
Xu, Feng
α-Alkoxy-β,γ-unsaturated methyl esters of structural type 1 undergo an alkoxy-directed hydroboration with the mild hydroborating reagent borane-methyl sulfide complex (BH3*SMe2) in THF from 0 deg C to room temperature, and after standard alkaline hydrogen peroxide oxidation the 1,3-diol product 2 is produced with useful levels of selectivity favoring the anti diastereomer.
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