Synthesis of the Revised Structure of Acortatarin A

被引：21

作者：

Geng, Hui Min ^{[1
]}

Stubbing, Louise A. ^{[1
]}

Chen, Jack Li-yang ^{[1
]}

Furkert, Daniel P. ^{[1
]}

Brimble, Margaret A. ^{[1
,2
]}

机构：

[1] Univ Auckland, Sch Chem Sci, Auckland 1142, New Zealand

[2] Univ Auckland, Maurice Wilkins Ctr Mol Biodiscovery, Auckland 1142, New Zealand

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 28期

关键词：

Natural products; Spiro compounds; Nitrogen heterocycles; Maillard condensation; Medicinal chemistry; STEREOSELECTIVE-SYNTHESIS; ALCOHOLS; INHIBITORS; ALDEHYDES;

D O I：

10.1002/ejoc.201403000

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel Maillard-type condensation between a primary amine derived from D-mannitol and a dihydropyranone, was used as a key step to access the unusual morpholine-spiroketal acortatarin A. The synthetic approach also enabled access to a C-2 analogue of acortatarin A, and can be used for the synthesis of related 2-formylpyrrole natural products.

引用

页码：6227 / 6241

页数：15

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