Total Synthesis of (+)-Pinellic Acid

被引：10

作者：

Sunnam, Sunil Kumar ^{[1
]}

Prasad, Kavirayani R. ^{[1
]}

机构：

[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India

来源：

SYNTHESIS-STUTTGART | 2013年 / 45卷 / 14期

关键词：

pinellic acid; furan oxidation; natural products; total synthesis; ASYMMETRIC-SYNTHESIS; (-)-PINELLIC ACID; ADJUVANT ACTIVITY; ORAL ADJUVANT; PINELLIC ACID;

D O I：

10.1055/s-0033-1338799

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A straightforward strategy for the synthesis of (+)-pinellic acid in 16% overall yield and 13 steps, starting from (1R)-1-(furan-2-yl)hexan-1-ol, is described. Key reactions in the synthesis include a Sharpless kinetic resolution, oxidation of a protected furan to reveal a but-2-ene-1,4-dione moiety, and an asymmetric reduction.

引用

页码：1991 / 1996

页数：6

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