A STEREOCONTROLLED ROUTE TO BOTH ENANTIOMERS OF THE NECINE BASE DIHYDROXYHELIOTRIDANE VIA INTRAMOLECULAR 1,3-DIPOLAR ADDITION USING THE SAME CHIRAL PRECURSOR

被引：20

作者：

HASHIMURA, K ^{[1
]}

TOMITA, S ^{[1
]}

HIROYA, K ^{[1
]}

OGASAWARA, K ^{[1
]}

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 98077,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 22期

关键词：

D O I：

10.1039/c39950002291

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diastereofacial selectivity in an enantiospecific intramolecular 1,3-dipolar addition is controlled by adjusting the size of the tether:between the dipole and the dipolarophile to give 2,3-disubstituted pyrrolidines enantiomeric with respect to the newly generated stereogenic 2,3-centres depending on the tether size; this leads to stereocontrolled synthesis bf both enantiomers of the; necine base dihydroxyheliotridane from chiral O-benzylglycidol.

引用

页码：2291 / 2292

页数：2

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