Organo-silicon compoundsS 0060 DOI: 10.1002/chin.201130185

Enantioselective Syntheses of syn- and anti-β-Hydroxyallylsilanes via Allene Hy-droboration-Aldehyde Allylboration Reactions. — At temperatures below -40°C, the hydroboration proceeds under kinetic control via an intermediate (Z)-isomer and the syn-β-hydroxyallylsilanes (III) arise as the only products. Heating up to 0°C con-verts the intermediate into the thermodynamically more stable (E)-isomer to produce anti-β-hydroxyallylsilanes (IV) with >90% d.e. — (CHEN, M.; ROUSH*, W. R.; Org. Lett. 13 (2011) 8, 1992-1995, http://dx.doi.org/10.1021/ol200392u ; Dep. Chem., Scripps Florida, Jupiter, FL 33458, USA; Eng.) — H. Simon

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