Synthesis of new Schiff base-camphorsulfonyl amide ligands and in situ screening in the asymmetric additions of organozinc reagents to aldehydes

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• 作者：Jiangtao Sun ; Xu Pan ; Zhenya Dai ; Chengjian Zhu
• 刊名：Tetrahedron: Asymmetry
• 出版年：2008
• 出版时间：3 November 2008
• 年：2008
• 卷：19
• 期：21
• 页码：2451-2457
• 全文大小：201 K

文摘

We have designed and synthesized a new library of highly modular Schiff base-camphorsulfonyl amide ligands from readily available starting materials. These ligands have been used in the asymmetric addition of diethyl zinc to aldehydes in good yields (up to 91 % ) and high enantioselectivities (up to 93 % ). Moreover, when the ligands were used in the asymmetric addition of phenylacetylene to aldehydes, good yields and moderate to high ee values (up to 90 % ) were obtained. The introduction of the camphorsulfonyl moiety into the ligands is highly critical for the selectivities of the reactions.