Improved practical asymmetric synthesis of α-alkylmandelic acids utilizing highly diastereoselective alkylation of 5-aryl-2-(1-naphthyl)-1,3-dioxolan-4-ones
Improved practical asymmetric synthesis of α-alkylmandelic acids utilizing highly diastereoselective alkylation of 5-aryl-2-(1-naphthyl)-1,3-dioxolan-4-ones
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DOI：
10.1021/op050263j
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发表时间：
2006-05-01
影响因子：
3.4
通讯作者：
Tanabe, Yoo
中科院分区：
文献类型：
--
作者：
Misaki, Tomonori;Ureshino, Satoko;Tanabe, Yoo
本文介绍了一种合成光学纯α-烷基扁桃酸的实用方法。该方法包括两个反应：温和、方便、立体选择性地制备手性顺式-5-芳基-2-（1-萘基）-1，3-二氧戊环-4-酮9a-c，以及9a-c的高度非对映选择性烷基化，然后水解。
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.