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Generation and Application of Homoenolate Equivalents Utilizing [1,2]-Phospha-Brook Rearrangement under Br?nsted Base Catalysis

机译:在Brα中,在BRα中催化下母烯醇等同物的产生和应用

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摘要

A new method for catalytic generation of a homoenolate equivalent and its application to carbon- carbon bond formation was developed by utilizing the [1,2]-phospha-Brook rearrangement under Br?nsted base catalysis. The α-oxygenated allyl anions, which can serve as homoenolate equivalents, were catalytically generated in situ by treating readily available chalcones with diethyl phosphite or the pre-formed 1,2-adducts of diethyl phosphite with chalcones in the presence of a catalytic amount of a phosphazene base, P2-tBu. The resulting allyl anions were subsequently trapped by various electrophiles, including Michael acceptors, imines, and aldehydes, providing the corresponding adducts in good yields with moderate to good diastereoselectivities.
机译:通过利用BRα正常催化的[1,2] -phospha-Brook重新排列,开发了一种新的催化生成均酚酸盐等当量及其在碳键形成中的应用。 可以用作均酚酸盐等当量的α-氧化烯丙基阴离子通过用磷酸二乙酯或预先形成的1,2-亚乙基亚乙酯在催化量的磷酸酯的预形成的1,2-亚甲基亚亚乙酯的1,2-加合物中催化产生 磷腈基地,P2-TBU。 随后由各种电泳捕获所得的烯丙基阴离子,包括迈克尔受体,亚胺和醛,提供相应的加合物,其具有中等至良好的非对映选择性。

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