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Diastereoselective Fluorocyclopropanation of Chiral Allylic Alcohols Using an α‑Fluoroiodo­methylzinc Carbenoid

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journal contribution
posted on 04.09.2015, 00:00 by Chandrasekhar Navuluri, André B. Charette
Chiral fluorocyclopropyl carbinols were synthesized in high diastereoselectivities via a zinc mediated cyclopropanation reaction, using sec-allylic alcohols as simple building blocks. An enantioselective version of this transformation was achieved through in situ formation of chiral allylic zinc sec-alkoxides from the requisite aldehydes using Walsh’s protocol.