Substituted, functionalized iodoalkylzinc reagents in combination with the chiral dioxaborolane 2 give excellent diastereo- and enantiomeric selectivities in cyclopropanations when substituted allyl alcohols 1 (R1 H, Et, CH2OBn; R2 H, Ph, nPr; R3 H, Me) are used as starting materials and CH2Cl2 as solvent. This efficient preparation of chiral, nonracemic 1,2,3-trisubstituted cyclopropanes 3 might be useful in natural product synthesis.
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Charette et al. (1997) studied this question.
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