Improved practical asymmetric synthesis of α-alkylmandelic acids utilizing highly diastereoselective alkylation of 5-aryl-2-(1-naphthyl)-1,3-dioxolan-4-ones

被引：16
|
作者：
Misaki, Tomonori [1 ]
Ureshino, Satoko [1 ]
Nagase, Ryohei [1 ]
Oguni, Yumiko [1 ]
Tanabe, Yoo [1 ]
机构：
[1] Kwansei Gakuin Univ, Sch Sci & Technol, Dept Chem, Sanda, Hyogo 6691337, Japan
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2006年 / 10卷 / 03期
关键词：
D O I：
10.1021/op050263j
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A practical method for the synthesis of optically pure alpha-alkylmandelic acids 1 is described. The present improved robust method involved two reactions: a mild, convenient, stereoselective preparation of chiral cis-5-aryl-2-(1-naphthyl)-1,3-dioxolan- 4-ones, 9a-c, and highly diastereoselective alkylation of 9a-c, followed by the hydrolysis.
引用
收藏
页码：500 / 504
页数：5
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