A practical synthesis of benzyl esters and related derivatives

被引:12
作者
Fauré-Tromeur, M
Zard, SZ [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
[2] Ecole Polytech, CNRS, Organ Synth Lab, F-91128 Palaiseau, France
关键词
D O I
10.1016/S0040-4039(98)01563-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heating carboxylic acids with O-benzyl-S-propargyl xanthate in refluxing toluene gives the corresponding benzyl esters in high yield; other acidic substances such as tetrazoles and pyridinols are benzylated selectively under the same conditions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7301 / 7304
页数:4
相关论文
共 15 条
[1]  
ALTENBACH HJ, 1991, COMPREHENSIVE ORGANI, V6, P829
[2]   STUDY OF THE CATALYTIC PROPERTIES OF TRIS (3,6-DIOXAHEPTYL) AMINE (TDA-1) IN HETEROAROMATIC NUCLEOPHILIC-SUBSTITUTION OF CHLOROPYRIDINES AND THEIR N-OXIDES [J].
BALLESTEROS, P ;
CLARAMUNT, RM ;
ELGUERO, J .
TETRAHEDRON, 1987, 43 (11) :2557-2564
[3]   An efficient rearrangement of secondary alkyl S-methyl xanthates by trimethylaluminum (TMA) [J].
Barton, DHR ;
Choi, SY .
TETRAHEDRON LETTERS, 1996, 37 (16) :2695-2698
[4]   The synthesis of l-asparagine and d-glutamine [J].
Bergmann, M ;
Zervas, L ;
Salzmann, L .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1933, 66 :1288-1290
[5]   A HIGHLY EFFICIENT REACTION FOR THE SYNTHESIS OF ESTERS AND FOR THE INVERSION OF SECONDARY ALCOHOLS [J].
BOIVIN, J ;
HENRIET, E ;
ZARD, SZ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (21) :9739-9740
[6]   QUANTITATIVE PREPARATION AND GAS-CHROMATOGRAPHY OF SHORT AND MEDIUM CHAIN FATTY-ACID BENZYL ESTERS (C1-C12) [J].
KLEMM, HP ;
HINTZE, U ;
GERCKEN, G .
JOURNAL OF CHROMATOGRAPHY, 1973, 75 (01) :19-27
[7]  
Kocienski P.J., 1994, PROTECTING GROUPS
[8]  
Kokotos G, 1997, SYNTHESIS-STUTTGART, P168
[9]   NOVEL REGIOSELECTIVE N-ALKYLATIONS OF 5-SUBSTITUTED-2H-TETRAZOLES [J].
PRHAVC, M ;
KOBE, J .
TETRAHEDRON LETTERS, 1990, 31 (13) :1925-1928
[10]  
Schoenberg A., 1930, CHEM BER, V63, P178