CHEMOSELECTIVE REACTIONS OF A COMPOUND CONTAINING BOTH ALDEHYDE AND OZONIDE GROUPS

被引:9
作者
HON, YS [1 ]
YAN, JL [1 ]
机构
[1] CHINESE CULTURE UNIV,INST APPL CHEM,TAIPEI,TAIWAN
关键词
D O I
10.1016/0040-4039(94)88334-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The aldehyde of compound 2 is more reactive than the ozonide in the carbon-carbon bond formation reactions. The ozonide is stable under the Lewis acid, radical and organometallic conditions where aldehyde reacts efficiently. The ozonide moiety can be considered as a synthon or protecting group for the aldehyde and carboxylic acid.
引用
收藏
页码:1743 / 1746
页数:4
相关论文
共 27 条
[1]  
Bailey P. S., 1978, OZONATION ORGANIC CH, V1
[2]  
Bailey P.S, 1982, OZONATION ORGANIC CH, V2
[3]   CATIONIC RING EXPANSION OF AN OZONIDE TO A 1,2,4-TRIOXANE [J].
BUNNELLE, WH ;
ISBELL, TA ;
BARNES, CL ;
QUALLS, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) :8168-8169
[4]   OZONOLYSIS .V. REACTION OF AN OZONIDE WITH ISOPROPYL GRIGNARD REAGENT [J].
GREENWOOD, FL ;
HASKE, BJ .
JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (04) :1276-+
[5]   NUCLEOPHILIC SUBSTITUTIONS AT OZONIDES [J].
GRIESBAUM, K ;
VOLPP, W ;
HUH, TS .
TETRAHEDRON LETTERS, 1989, 30 (12) :1511-1512
[6]   REACTION OF O-BENZYLIDENE SUGARS WITH N-BROMOSUCCINIMIDE .3. APPLICATIONS TO SYNTHESIS OF AMINODEOXY AND DEOXY SUGARS OF BIOLOGICAL IMPORTANCE [J].
HANESSIAN, S ;
PLESSAS, NR .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (04) :1045-+
[7]   REACTION OF O-BENZYLIDENE SUGARS WITH N-BROMOSUCCINIMIDE .2. SCOPE AND SYNTHETIC UTILITY IN METHYL 4,6-O-BENZYLIDENEHEXOPYRANOSIDE SERIES [J].
HANESSIAN, S ;
PLESSAS, NR .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (04) :1035-+
[8]   A CONVENIENT AND EFFICIENT WORK-UP OF OZONOLYSIS REACTIONS USING TRIETHYLAMINE [J].
HON, YS ;
LIN, SW ;
CHEN, YJ .
SYNTHETIC COMMUNICATIONS, 1993, 23 (11) :1543-1553
[9]   THE REACTION OF OZONIDES FROM MONO-SUBSTITUTED ALKENES WITH STABILIZED PHOSPHORUS YLIDES [J].
HON, YS ;
LU, L ;
LI, SY .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (22) :1627-1628
[10]   THE REACTION OF OZONIDES DERIVED FROM CYCLOALKENES WITH STABILIZED PHOSPHORUS YLIDES [J].
HON, YS ;
CHU, KP ;
HONG, PC ;
LU, L .
SYNTHETIC COMMUNICATIONS, 1992, 22 (03) :429-443