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螺异恶唑啉天然产物(+)-卡拉非宁的全合成及立体化学归属

Total synthesis and stereochemical assignment of the spiroisoxazoline natural product (+)-calafianin.

作者信息

Bardhan Sujata, Schmitt Daniel C, Porco John A

机构信息

Department of Chemistry and Center for Chemical Methodology and Library Development, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.

出版信息

Org Lett. 2006 Mar 2;8(5):927-30. doi: 10.1021/ol053115m.

Abstract

Synthesis of the spiroisoxazoline natural product (+)-calafianin is reported using asymmetric nucleophilic epoxidation and nitrile oxide cycloaddition as key steps. Synthesis and spectral analysis of all calafianin stereoisomers led to unambiguous assignment of relative and absolute stereochemistry.

摘要

报道了以不对称亲核环氧化和腈氧化物环加成作为关键步骤合成螺异恶唑啉天然产物(+)-卡拉非宁。对所有卡拉非宁立体异构体的合成和光谱分析明确了其相对和绝对立体化学结构。

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