Palladium-catalyzed synthesis of allylic thioacetates. A convenient access to allylic thiols

被引:20
作者
Divekar, S
Safi, M
Soufiaoui, M
Sinou, D
机构
[1] Univ Lyon 1, CPE Lyon, CNRS, Lab Synthese, F-69622 Villeurbanne, France
[2] Fac Sci & Tech, Cite Yasmina, Mohammedia, Morocco
[3] Univ Mohamed V, Fac Sci, Rabat, Morocco
关键词
palladium; alkylation; potassium thioacetate; allylic thioester;
D O I
10.1016/S0040-4020(99)00129-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium(0)-catalyzed alkylation of various allylic acetates and carbonates by potassium thioacetate allowed an easy access to allylic thioacetates in rather good yields. The reaction was regioselective with substitution at the less hindered side of the intermediate pi-allyl system, and diastereoselective with net retention of configuration. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4369 / 4376
页数:8
相关论文
共 25 条
[21]   SYNTHESIS OF ALLYL SULFIDES VIA A PALLADIUM MEDIATED ALLYLATION [J].
TROST, BM ;
SCANLAN, TS .
TETRAHEDRON LETTERS, 1986, 27 (35) :4141-4144
[22]   NEW SYNTHETIC REACTIONS OF ALLYL ALKYL CARBONATES, ALLYL BETA-KETO CARBOXYLATES, AND ALLYL VINYLIC CARBONATES CATALYZED BY PALLADIUM COMPLEXES [J].
TSUJI, J ;
MINAMI, I .
ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (04) :140-145
[24]  
Tsuji J., 1980, ORGANIC SYNTHESIS PA
[25]   A NEW, HIGHLY EFFICIENT METHOD FOR THE CONVERSION OF ALCOHOLS TO THIOLESTERS AND THIOLS [J].
VOLANTE, RP .
TETRAHEDRON LETTERS, 1981, 22 (33) :3119-3122