A novel strategy for the chiral 2,4,5-triol moiety and its application to the synthesis of seimatopolide A and (2S,3R,5S)-(-)-2,3-dihydroxytetradecan-5-olide

被引：22

作者：

Reddy, B. Phaneendra ^{[1
]}

Pandurangam, T. ^{[1
]}

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

Reddy, B. V. Subba ^{[1
]}

机构：

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

来源：

TETRAHEDRON LETTERS | 2012年 / 53卷 / 43期

关键词：

Prins cyclization; McMillan aminoxylation; 2,4,5-Triols; Ring closing metathesis; STEREOSELECTIVE TOTAL-SYNTHESIS; RING-CLOSING METATHESIS; PRINS CYCLIZATION; CHOLESTEROL-BIOSYNTHESIS; SECONDARY METABOLITES; DECARESTRICTINES; PENICILLIUM; INHIBITORS; MACROLIDES; LACTONES;

D O I：

10.1016/j.tetlet.2012.08.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly stereoselective approach to the total synthesis of seimatopolide A and (25,3R,5S)-(-)-2,3-dihydroxytetradecan-5-olide is described via a common polyketide precursor by means of Prins reaction and MacMillan aminoxylation sequence. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：5749 / 5752

页数：4