Short Synthesis of Chiral 4??Substituted (S)??Imidazolinium Salts Bearing Sulfonates and Their Use in γ??Selective Reactions of Allylic Halides with Grignard Reagents

…, W Lewis, M Lawrence, S Woodward

Index: Latham, Christopher M.; Blake, Alexander J.; Lewis, William; Lawrence, Matthew; Woodward, Simon European Journal of Organic Chemistry, 2012 , # 4 p. 699 - 707

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Citation Number: 5

Abstract

Abstract A one-pot reaction of Boc-protected amino alcohols and 2-sulfobenzoic anhydride followed by the addition of a wide variety of primary amines has allowed rapid access to diverse libraries of amidosulfonates 1, 2-C 6 H 4 (SO 3–)(COCHR 1 CH 2 NH 2+ R 2)(R 1= Bn, iPr, Ph; R 2= aryl, CHMePh, 1-adamantyl), of which two examples have been characterised by X-ray crystallography. These reactions proceed by SN 2 opening of ...

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