A STEREOSELECTIVE ROUTE TO ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES STARTING FROM D-MANNITOL

被引：56

作者：

CHIARA, JL

MARTINLOMAS, M

机构：

[1] Instituto de Química Orgánica General, CSIC, E-28006 Madrid

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 18期

关键词：

D O I：

10.1016/S0040-4039(00)76674-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A carbocyclization route to inositols starling from alditols has been developed involving as a key step a stereoselective intramolecular pinacol coupling of a 1,6-dialdehyde promoted by samarium diiodide. This route has been applied to the synthesis of enantiomerically pure myo-inositol derivatives using readily available D-mannitol as starting material

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页码：2969 / 2972

页数：4

相关论文

共 37 条

[1] THE REGIOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES - EFFICIENT SYNTHESIS OF MYOINOSITOL 1,4,5-TRISPHOSPHATE [J].

AGUILO, A ;

MARTINLOMAS, M ;

PENADES, S .

TETRAHEDRON LETTERS, 1992, 33 (03) :401-404

[2] A CHIRAL SYNTHESIS OF D-MYO-INOSITOL 1-PHOSPHATE STARTING FROM L-QUEBRACHITOL [J].

AKIYAMA, T ;

TAKECHI, N ;

OZAKI, S ;

SHIOTA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (02) :366-372

[3] BIOMIMETIC SYNTHESIS OF ENANTIOMERICALLY PURE D-MYO-INOSITOL DERIVATIVES [J].

BENDER, SL ;

BUDHU, RJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (26) :9883-9885

[4]

BERRIDGE MJ, 1993, NATURE, V361, P325

[5] RECENT DEVELOPMENTS IN THE SYNTHESIS OF MYOINOSITOL PHOSPHATES [J].

BILLINGTON, DC .

CHEMICAL SOCIETY REVIEWS, 1989, 18 (01) :83-122

[6] PRACTICAL SYNTHESIS OF ENANTIOMERICALLY PURE MYOINOSITOL DERIVATIVES [J].

BRUZIK, KS ;

MYERS, J ;

TSAI, MD .

TETRAHEDRON LETTERS, 1992, 33 (08) :1009-1012

[7] EFFICIENT AND SYSTEMATIC SYNTHESES OF ENANTIOMERICALLY PURE AND REGIOSPECIFICALLY PROTECTED MYOINOSITOLS [J].

BRUZIK, KS ;

TSAI, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (16) :6361-6374

[8] THE STEREOCONTROLLED FORMATION OF CYCLIC VICINAL CIS-DIOLS VIA A SAMARIUM DIIODIDE PINACOL COUPLING OF DIALDEHYDES [J].

CHIARA, JL ;

CABRI, W ;

HANESSIAN, S .

TETRAHEDRON LETTERS, 1991, 32 (09) :1125-1128

[9]

Corey E. J., 1989, LOGIC CHEM SYNTHESIS, P6

[10]

DEPOUILLY P, 1993, B SOC CHIM FR, V130, P256

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