An improved synthetic preparation of 3-butenal

被引：41

作者：

Crimmins, MT ^{[1
]}

Kirincich, SJ ^{[1
]}

Wells, AJ ^{[1
]}

Choy, AL ^{[1
]}

机构：

[1] Univ N Carolina, Venable & Kenan Labs Chem, Chapel Hill, NC 27599 USA

来源：

SYNTHETIC COMMUNICATIONS | 1998年 / 28卷 / 19期

基金：

美国国家卫生研究院; 美国国家科学基金会;

关键词：

D O I：

10.1080/00397919808004914

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of 3-butenal from aqueous glyoxal and allyl bromide is described. The preparation readily provides multigram quantities of 3-butenal.

引用

页码：3675 / 3679

页数：5

共 18 条

[1] ACHMATOWICZ O, 1987, SYNTHESIS-STUTTGART, P413
[2] SYNTHESIS AND USE OF 7-SUBSTITUTED NORBORNADIENES FOR THE PREPARATION OF PROSTAGLANDINS AND PROSTANOIDS
BAXTER, AD
BINNS, F
JAVED, T
ROBERTS, SM
SADLER, P
SCHEINMANN, F
WAKEFIELD, BJ
LYNCH, M
NEWTON, RF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (06): : 889 - 900
[3] ASYMMETRIC ALDOL REACTIONS - A NEW CAMPHOR-DERIVED CHIRAL AUXILIARY GIVING HIGHLY STEREOSELECTIVE ALDOL REACTIONS OF BOTH LITHIUM AND TITANIUM(IV) ENOLATES
BONNER, MP
THORNTON, ER
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) : 1299 - 1308
[4] A stereospecific access to allylic systems using rhodium(II)-vinyl carbenoid insertion into Si-H, O-H, and N-H bonds
Bulugahapitiya, P
Landais, Y
ParraRapado, L
Planchenault, D
Weber, V
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (06) : 1630 - 1641
[5] Asymmetric aldol additions with titanium enolates of acyloxazolidinethiones: Dependence of selectivity on amine base and Lewis acid stoichiometry
Crimmins, MT
King, BW
Tabet, EA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (33) : 7883 - 7884
[6] SELECTIVE ALLYLATION OF CARBONYL-COMPOUNDS IN AQUEOUS-MEDIA
EINHORN, C
LUCHE, JL
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 322 (02) : 177 - 183
[7] ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES
EVANS, DA
BARTROLI, J
SHIH, TL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) : 2127 - 2129
[8] STEREOSELECTIVE ALDOL REACTIONS OF CHLOROTITANIUM ENOLATES - AN EFFICIENT METHOD FOR THE ASSEMBLAGE OF POLYPROPIONATE-RELATED SYNTHONS
EVANS, DA
RIEGER, DL
BILODEAU, MT
URPI, F
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (03) : 1047 - 1049
[9] THE USE OF CYSTEINE-DERIVED AND SERINE-DERIVED THIAZOLIDINETHIONES AND OXAZOLIDINETHIONES AS EFFICIENT CHIRAL AUXILIARIES IN ALDOL CONDENSATIONS
HSIAO, CN
LIU, L
MILLER, MJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (11) : 2201 - 2206
[10] KASAHARA A, 1983, CHEM IND-LONDON, P898

← 1 2 →