Total Syntheses of D-xylo- and D-arabino-Phytosphingosine Based on the Syntheses of Chiral 1,3-Oxazines

被引：21
作者：
Mu, Yu [1 ]
Jin, Tian [1 ]
Kim, Gun-Woo [1 ]
Kim, Jin-Seok [1 ]
Kim, Sung-Soo [1 ]
Tian, Yong-Shou [1 ]
Oh, Chang-Young [2 ]
Ham, Won-Hun [1 ]
机构：
[1] Sungkyunkwan Univ, Sch Pharm, Suwon 440746, South Korea
[2] Yonsung Fine Chem Co Ltd, Hwaseong Si 445944, Gyeonggi Do, South Korea
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 2012卷 / 13期
基金：
新加坡国家研究基金会;
关键词：
Total synthesis; Natural products; Nitrogen heterocycles; Sphingolipids; Palladium; Diastereoselectivity; C-C coupling; INTRAMOLECULAR OXAZINE FORMATION; KINASE-C INHIBITOR; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; EFFICIENT; SPHINGOSINE; METATHESIS; STRATEGY; COMMON;
D O I：
10.1002/ejoc.201200064
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, stereocontrolled, and short synthetic method for the preparation D-xylo- and D-arabino-phytosphingsine was achieved utilizing chiral oxazines. The key features of this strategy are the stereoselective intramolecular oxazine formation catalyzed by palladium(0) and an intermolecular olefin cross-metathesis reaction.
引用
收藏
页码：2614 / 2620
页数：7
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