Asymmetric synthesis of 6-(2′,3′,4′,5′,6′-pentafluorophenyl)-δ-lactones via "allyl"boranes:: application for the synthesis of fluorinated analog of key pharmacophore of statin drugs

被引：15

作者：

Ramachandran, PV ^{[1
]}

Padiya, KJ ^{[1
]}

Rauniyar, V ^{[1
]}

Reddy, MVR ^{[1
]}

Brown, HC ^{[1
]}

机构：

[1] Purdue Univ, Dept Chem, Herbert C Brown Ctr Borane Res, W Lafayette, IN 47907 USA

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2004年 / 125卷 / 04期

关键词：

pentafluorobenzaldehyde; alpha-pinene; allyl"boranes; ring-closing metathesis; hydrogenation; epoxidation; reduction;

D O I：

10.1016/j.jfluchem.2004.01.005

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Asymmetric "allyl"boration of pentafluorobenzaldehyde with various alpha-pinene based "allyl"boranes provides homoallylic alcohols in high de and ee; the alcohols have been converted into delta-lactones via acryloylation, ring-closing metathesis and hydrogenation. Pentafluorophenyl analog of key pharmacophore of statin drugs has been synthesized using diastereoselective epoxidation and regioselective reduction as key steps. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：615 / 620

页数：6

共 32 条

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