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
收藏
页码：1991 / 1996
页数：6
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