Organo-main-group chemistry (Boron) – Crotyl boranes react stereospecifically

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Crotyl boronates react with aldehydes to produce alcohols. The reaction is stereospecific so that the geometry of the crotyl boronate determines the stereochemistry of the alcohol product. E- and Z-crotyl boronates produce different alcohols, CLICK the links below to see how each of the boronates react:

E-crotyl boronate Z-crotyl boronate

Y. Yamamoto and N. Asao, Chem. Rev., 1993, 93, 2207–2293.

 

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