Atropisomeric benzamides and naphthamides as chiral auxiliaries

…, M Helliwell, C McCarthy, N Westlund

文献索引：Clayden, Jonathan; Helliwell, Madeleine; McCarthy, Catherine; Westlund, Neil Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 19 p. 3232 - 3249

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被引用次数: 35

摘要

Atropisomeric compounds whose chirality resides in a rotationally restricted aryl–CONR 2 bond may be employed as chiral auxiliaries. The electron-withdrawing amide group causes problems in the diastereoselective functionalisation of enolates derived from atropisomeric phenyl esters, but a strategy based on atroposelective nucleophilic addition to a chiral aldehyde followed by stereospecific [3, 3] sigmatropic rearrangement allows atropisomeric ...