Enantioselective ring cleavage of dioxane acetals mediated by a chiral Lewis acid:: Application to asymmetric desymmetrization of meso-1,3-diols

被引：15

作者：

Harada, T ^{[1
]}

Sekiguchi, K ^{[1
]}

Nakamura, T ^{[1
]}

Suzuki, J ^{[1
]}

Oku, A ^{[1
]}

机构：

[1] Kyoto Inst Technol, Dept Chem, Sakyo Ku, Kyoto 6068585, Japan

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 21期

关键词：

D O I：

10.1021/ol0165286

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Phenylalanine-derived B-aryl-N-tosyloxazaborolidinones selectively activate one of two enantiotopic oxygen atoms in prochiral anti dioxane acetals derived from meso-1,3-diols, leading to enantioselective formation of ring-cleavage products. The reaction is utilized as a key step in asymmetric desymmetrization of meso-1,3-diols.

引用

页码：3309 / 3312

页数：4

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