4S,5S-[bis(carbethoxy)]-2-ethenyl-1,3,2-dioxaborolane: A novel enantioselective dienophile

被引：23

作者：

Bonk, JD

Avery, MA

机构：

[1] UNIV MISSISSIPPI,SCH PHARM,DEPT MED CHEM,UNIVERSITY,MS 38677

[2] UNIV MISSISSIPPI,DEPT CHEM,UNIVERSITY,MS 38677

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 08期

关键词：

D O I：

10.1016/S0957-4166(97)00122-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The novel chiral vinyl boronate (+)-1 was utilized as a dienophile in a series of [4+2] cycloadditions. The intermediate cyclized products obtained were oxidized directly (H2O2, NaOH). The resulting alcohols displayed enantiomeric excesses of 7-33%. A slight preference for the endo configuration was observed, in agreement with previous results. (C) 1997 Elsevier Science Ltd.

引用

页码：1149 / 1152

页数：4

共 18 条

[1]

[Anonymous], ORG REACT

[2]

EVANS DA, 1972, TETRAHEDRON LETT, V13, P121

[3] CHIRAL (ACYLOXY)BORANE (CAB) - A POWERFUL AND PRACTICAL CATALYST FOR ASYMMETRIC DIELS-ALDER REACTIONS [J].