Efficient synthesis of (2S,12′R)-2-(12′-aminotridecyl)pyrrolidine:: A defense alkaloid of the Mexican bean beetle

被引：0

作者：

Enders, D ^{[1
]}

Thiebes, C ^{[1
]}

机构：

[1] Rhein Westfal TH Klinikum, Inst Organ Chem, D-52074 Aachen, Germany

来源：

SYNTHESIS-STUTTGART | 2000年 / 04期

关键词：

natural products; asymmetric synthesis; alkaloids nucleophilic 1,2-addition; SAMP/RAMP hydrazone method; pyrrolidines;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of (2S,12'R)-2-(12' -aminotridecyl)pyrrolidine [(S,R)-8], a defense alkaloid of the Mexican bean beetle Epilachna varivestis starting from (R)-proline is described. The second stereogenic center is generated by nucleophilic 1,2 addition of methyllithium to an aldehyde-SAMP-hydrazone, followed by reductive N-N bond cleavage. The product is obtained in good yield and high enantiomeric and diastereomeric purity.

引用

页码：510 / 512

页数：3

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