143470-45-5Relevant articles and documents
Diastereoselectivity in the Borane Methyl Sulfide Promoted Hydroboration of α-Alkoxy-β,γ-unsaturated Esters. Documentation of an Alkoxy-Directed Hydroboration Reaction
Panek, James S.,Xu, Feng
, p. 5288 - 5290 (1992)
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.