Total synthesis of a novel oxa-bowl natural product paracaseolide A via a 'putative' biomimetic pathway

被引：18

作者：

Vasamsetty, Laxmaiah ^{[1
]}

Khan, Faiz Ahmed ^{[1
]}

Mehta, Goverdhan ^{[2
]}

机构：

[1] Indian Inst Technol, Dept Chem, Hyderabad 502205, Andhra Pradesh, India

[2] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 27期

关键词：

Singlet oxygen; Suzuki coupling; Biomimetic; 3-Alkenylbutenolide; 4+2]-Type dimerization; SOLID-STATE; CRYSTAL-STRUCTURE; ARCHITECTURE;

D O I：

10.1016/j.tetlet.2013.04.097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A total synthesis of bioactive tetracyclic natural product paracaseolide A, embodying an architecturally unusual oxa-bowl framework, has been accomplished from commercially available 5-methyl-2-furfural. The key step involving a thermal [4+2]-dimerization of an appropriately crafted 5-methyl-3-alkenylbutenolide is shown to proceed in a stepwise manner. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3522 / 3525

页数：4