Kinetic resolution of D,L-myo-inositol derivatives catalyzed by chiral Cu(II) complex

被引：33

作者：

Matsumura, Y ^{[1
]}

Maki, T ^{[1
]}

Tsurumaki, K ^{[1
]}

Onomura, O ^{[1
]}

机构：

[1] Nagasaki Univ, Grad Sch Biomed Sci, Nagasaki 8528521, Japan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 49期

关键词：

kinetic resolution; myo-inositol; 1,2-diol; monobenzoylation; inositol-1-phosphate; chiral copper complex;

D O I：

10.1016/j.tetlet.2004.10.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetic resolution of D, L-myo-inositol derivatives having a 1, 2-diol functionality by monobenzoylation was achieved using (R,R)-Ph-BOX-Cu(II) as a catalyst. The monobenzoylation preferentially took place at the 1, 2-diol functionality via a highly enantiodiscriminatory process, which was largely influenced by a substituent at the position adjacent to the 1,2-diol functionality. This method was applied to a synthesis of biologically important D-inositol-1-phosphate. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：9131 / 9134

页数：4

共 52 条

[1]

[Anonymous], 2001, CHEMTRACTS

[2] A SYNTHESIS OF 1D-MYO-INSITOL AND 1L-MYO-INOSITOL 1,3,4,5-TETRAPHOSPHATE [J].