The Stereoselective Total Synthesis of Aculeatin A and B via Prins Cyclization

被引：11

作者：

Yadav, J. S. ^{[1
]}

Thrimurtulu, N. ^{[1
]}

Venkatesh, M. ^{[1
]}

Prasad, A. R. ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2010年 / 03期

关键词：

aculeatins; Prins cyclization; morpholine amide; PIFA-mediated oxidative spirocyclization; REDUCTIVE CLEAVAGE SEQUENCE; AMOMUM-ACULEATUM; DIASTEREOSELECTIVE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ABSOLUTE-CONFIGURATIONS; LEUCASCANDROLIDE-A; FORMAL SYNTHESIS; DERIVATIVES; IODINE; TETRAHYDROPYRANOLS;

D O I：

10.1055/s-0029-1217144

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of aculeatins A and B is described proving the versatility of Prins cyclization in natural product synthesis. The approach is convergent and highly stereoselective. Morpholine amide coupling with an alkyne and PIFA-mediated oxidative spirocyclization were utilized as key steps.

引用

页码：431 / 436

页数：6

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