SELECTIVE ASYMMETRIC DIHYDROXYLATION OF POLYENES

被引：129

作者：

BECKER, H ^{[1
]}

SOLER, MA ^{[1
]}

SHARPLESS, KB ^{[1
]}

机构：

[1] Scripps Res Inst, DEPT CHEM, LA JOLLA, CA 92037 USA

来源：

TETRAHEDRON | 1995年 / 51卷 / 05期

关键词：

D O I：

10.1016/0040-4020(94)01021-Q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The asymmetric dihydroxylation procedure (AD) is applied to a variety of polyenes. In many cases excellent regioselectivities are obtained, The observed selectivities are rationalized in terms of electronic and/or steric effects inherent to the substrate, superimposed on the substrate's favorable or unfavorable interactions with the binding pocket of the AD ligand. Surprisingly, for medium and large ring olefins with trans-double bonds outstanding enantioselectivities are realized using the pyrimidine ligands, A hexaol of D-3 symmetry is prepared from ah trans cyclododecatriene.

引用

页码：1345 / 1376

页数：32

共 40 条

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