Preparation of substituted allyl acetates and sulfones from Baylis-Hillman adducts in ionic liquid media

被引:68
作者
Kabalka, GW
Venkataiah, B
Dong, G
机构
[1] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA
[2] Univ Tennessee, Med Ctr, Dept Radiol, Knoxville, TN 37920 USA
关键词
D O I
10.1016/S0040-4039(03)01073-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of potassium acetate and the sodium salt of p-toluenesulfinic acid with acetates of Baylis-Hillman adducts produce substituted allyl acetates and allyl sulfones respectively. Ionic liquids are utilized in place of conventional solvents. (C) 2003 Published by Elsevier Science Ltd.
引用
收藏
页码:4673 / 4675
页数:3
相关论文
共 23 条
[1]  
Basavaiah D, 1996, SYNLETT, P393
[2]   The Baylis-Hillman reaction: A novel carbon-carbon bond forming reaction [J].
Basavaiah, D ;
Rao, PD ;
Hyma, RS .
TETRAHEDRON, 1996, 52 (24) :8001-8062
[3]  
Basavaiah D, 2000, SYNTHESIS-STUTTGART, P545
[4]   Recent advances in the Baylis-Hillman reaction and applications [J].
Basavaiah, D ;
Rao, AJ ;
Satyanarayana, T .
CHEMICAL REVIEWS, 2003, 103 (03) :811-891
[5]   Allylic sulfones in solid-phase synthesis: Preparation of cyclobutylidenes [J].
Cheng, WC ;
Halm, C ;
Evarts, JB ;
Olmstead, MM ;
Kurth, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (23) :8557-8562
[6]   SYNTHESIS OF (3-ETHOXYCARBONYLBUT-3-EN-2-YL)PHENYL SULFONE AND (2-ETHOXYCARBONYLBUT-2-EN-1-YL)PHENYL SULFONE FROM ETHYL 2-BROMOMETHYLBUT-2-ENOATE [J].
COLOMBANI, D ;
NAVARRO, C ;
DEGUEILCASTAING, M ;
MAILLARD, B .
SYNTHETIC COMMUNICATIONS, 1991, 21 (14) :1481-1487
[7]   SYNTHETIC POTENTIAL OF THE TERTIARY-AMINE-CATALYSED REACTION OF ACTIVATED VINYL CARBANIONS WITH ALDEHYDES [J].
DREWES, SE ;
ROOS, GHP .
TETRAHEDRON, 1988, 44 (15) :4653-4670
[8]   PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SULFONYLATION [J].
EICHELMANN, H ;
GAIS, HJ .
TETRAHEDRON-ASYMMETRY, 1995, 6 (03) :643-646
[9]   Rhodium-catalyzed cross-coupling of allyl alcohols with aryl- and vinylboronic acids in ionic liquids [J].
Kabalka, GW ;
Dong, G ;
Venkataiah, B .
ORGANIC LETTERS, 2003, 5 (06) :893-895
[10]   Preparation of (Z)- and (E)-vinyl selenides utilizing vinylboronic acids and vinylboronic esters in ionic liquids [J].
Kabalka, GW ;
Venkataiah, B .
TETRAHEDRON LETTERS, 2002, 43 (20) :3703-3705