A SIMPLE PROCEDURE FOR THE SYNTHESIS OF 3-CARBON HOMOLOGATED BORONATE ESTERS AND TERMINAL ALKENES VIA NUCLEOPHILIC DISPLACEMENT IN ALPHA-HALOALLYLBORONATE ESTER

被引：20

作者：

BROWN, HC ^{[1
]}

RANGAISHENVI, MV ^{[1
]}

机构：

[1] PURDUE UNIV,RICHARD B WETHERILL LAB CHEM,W LAFAYETTE,IN 47907

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(00)97255-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The transfer reactions of α-haloallylboronate ester I with representative organolithium and Grignard reagents provide α-alkyl- or α-aryl-subsfituted aUylboronate esters, readily converted into three-carbon homologated boronate esters and terminal alkenes. © 1990.

引用

页码：7115 / 7118

页数：4

共 21 条

[1] ORGANOBORANES .46. NEW PROCEDURES FOR THE HOMOLOGATION OF BORONIC ESTERS - A CRITICAL-EXAMINATION OF THE AVAILABLE PROCEDURES TO ACHIEVE CONVENIENT HOMOLOGATION OF BORONIC ESTERS [J].

BROWN, HC ;

SINGH, SM ;

RANGAISHENVI, MV .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3150-3155

[2]

BROWN HC, 1975, ORGANIC SYNTHESIS VI, P218

[3]

BROWN HC, UNPUB

[4]

BUBNOV YN, 1970, ZH OBSHCH KHIM+, V40, P1311

[5] ALLYLBORANES - MOLECULAR DESIGN [J].

BUBNOV, YN .

PURE AND APPLIED CHEMISTRY, 1987, 59 (07) :895-906

[6]

Ditrich K., 1986, ANGEW CHEM, V98, P1016

[7]

HOFFMANN RW, 1989, LIEBIGS ANN CHEM, P883

[8] STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .23. TRANSFER OF CHIRALITY ON ADDITION OF (ALPHA-CHLOROALLYL)BORONATES TO ALDEHYDES [J].

HOFFMANN, RW ;

LANDMANN, B .

CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (06) :2013-2024

[9] TRANSFER OF CHIRALITY IN THE ADDITION OF CHIRAL ALPHA-CHLOROALLYLBORONATE ESTERS TO ALDEHYDES [J].

HOFFMANN, RW ;

LANDMANN, B .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1984, 23 (06) :437-438

[10] ALPHA-CHIRAL ALLYLBORONATES - REAGENTS FOR ASYMMETRIC-SYNTHESIS [J].

HOFFMANN, RW .

PURE AND APPLIED CHEMISTRY, 1988, 60 (01) :123-130

← 1 2 3 →