A Novel Chiral Building Block with Neopentane Framework for Synthesis: Chemo‐Enzymatic Preparation of (R)‐CH3C(CH2OSO2CF3)(CH2Cl)(CH2Br) The pig liver esterase (PLE) catalysed hydrolysis of the prochiral malonic ester (BzlOCH2)(Me)C(COOMe)2 (1) leads to its chiral monoester 2 in selectivities up to 81% ee. Compound 2 is an ideal entry point for the enantioselective synthesis of 1,1′,1″‐substituted neopentanes CH3C(CH2X)‐(CH2Y)(CH2Z) with three different leaving groups, X, Y, and Z. CH3C(CH2OSO2CF3)(CH2Br)(CH2Cl) (8) is a versatile reactive building block for the asymmetric synthesis of compounds containing the neopentane‐C5 skeleton.
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Heidel et al. (1994) studied this question.
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