Abstract

Noscapine, a natural alkaloid, has never been used as a parent scaffold in chiral induction. The first examples of noscapinoid compounds as efficient catalysts in asymmetric synthesis are now reported. Three derivatives of noscapine were synthesized from its reaction with different Grignard reagents. Asymmetric addition of diethylzinc to aldehydes­ was performed in the presence of these catalysts in high yields and good to excellent ees.

Noscapine, a natural alkaloid, has never been used as a parent scaffold in chiral induction. The first examples of noscapinoid compounds as efficient catalysts in asymmetric synthesis are now reported. Three derivatives of noscapine were synthesized from its reaction with different Grignard reagents. Asymmetric addition of diethylzinc to aldehydes­ was performed in the presence of these catalysts in high yields and good to excellent ees.

中文翻译：

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Noscapine衍生物作为不对称合成中的新手性催化剂：二乙基锌对醛的高度对映选择性

摘要

Noscapine，一种天然生物碱，从未用作手性诱导的母体支架。现在报道了类辣椒素化合物在不对称合成中作为有效催化剂的第一个例子。从其与不同的格氏试剂反应可合成出Noscapine的三种衍生物。在这些催化剂的存在下，二乙基锌与醛的不对称加成以高收率和良好至优异的ee进行。

Noscapine，一种天然生物碱，从未用作手性诱导的母体支架。现在报道了类辣椒素化合物在不对称合成中作为有效催化剂的第一个例子。从其与不同的格氏试剂反应可合成出Noscapine的三种衍生物。在这些催化剂的存在下，二乙基锌与醛的不对称加成以高收率和良好至优异的ee进行。