NAD(P)(+)-NAD(P)H MODELS .84. STEREOCHEMISTRY CONTROLLED BY THE ELECTRONIC EFFECT FROM A SULFINYL GROUP

被引：5

作者：

OHNO, A

YAMAZAKI, N

TSUTSUMI, A

MIKATA, Y

OKAMURA, M

机构：

[1] Institute for Chemical Research, Kyoto University, Uji, Kyoto

[2] Department of Chemistry, Faculty of Science, Nara Women's University, Nara

[3] Department of Chemistry, Faculty of Science, Niigata University, Niigata

来源：

HETEROATOM CHEMISTRY | 1995年 / 6卷 / 01期

关键词：

D O I：

10.1002/hc.520060112

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2, 3-Dihydro-2, 2, 4-trimethylthieno[3, 2-b]pyridinium 1-oxide iodide (1) has been reacted with various inorganic and organic hydride donors. It has been found that the stereochemistvy of reaction is controlled by the orientation of the sulfinyl dipole, and the relative bulkiness of substituents plays no role in determining the reaction face: a reactive hydride donor prefers to attack at the anti-face with respect to the sulfinyl dipol, whereas a less reactive hydride donor prefers to attack at the syn-face.

引用

页码：51 / 56

页数：6

共 23 条

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BALDWIN JE, 1968, J CHEM SOC CHEM COMM, P1415

[2]

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[3] CHARACTERIZATION OF AN INTERMEDIATE IN DITHIONITE REDUCTION OF A DIPHOSPHOPYRIDINE NUCLEOTIDE MODEL AS A 1,4-ADDITION PRODUCT BY NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY [J].