General synthesis of alpha-acetoxy ethers from esters by DIBALH reduction and acetylation

被引:142
作者
Dahanukar, VH [1 ]
Rychnovsky, SD [1 ]
机构
[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717
关键词
D O I
10.1021/jo961205m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:8317 / 8320
页数:4
相关论文
共 22 条
[1]   ENANTIOSELECTIVE TOTAL SYNTHESIS OF (+)-ISOLAUREPINNACIN [J].
BERGER, D ;
OVERMAN, LE ;
RENHOWE, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (20) :9305-9306
[2]   STEREOCONTROLLED ONE-POT CONVERSIONS OF ALPHA-ALKOXY ESTERS TO SYN-1,2-DIOL AND ANTI-1,2-DIOL DERIVATIVES [J].
BURKE, SD ;
DEATON, DN ;
OLSEN, RJ ;
ARMISTEAD, DM ;
BLOUGH, BE .
TETRAHEDRON LETTERS, 1987, 28 (34) :3905-3906
[3]   ON THE STEREOSELECTIVE OPENING OF ACHIRAL DIOXANE ACETALS [J].
DENMARK, SE ;
ALMSTEAD, NG .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (22) :6458-6467
[4]   STEREOCHEMICAL CONTROL IN REACTIONS OF NUCLEOPHILES WITH OXOCARBENIUM IONS FORMED BY INTRAMOLECULAR OPENING OF ACTIVATED EPOXIDES BY NEIGHBORING CARBONYL GROUPS [J].
FOTSCH, CH ;
CHAMBERLIN, AR .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (13) :4141-4147
[5]   A HIGHLY STEREOSELECTIVE SYNTHESIS OF (E)-ALKENE DIPEPTIDE ISOSTERES VIA ORGANOCYANOCOPPER - LEWIS ACID MEDIATED REACTION [J].
IBUKA, T ;
HABASHITA, H ;
OTAKA, A ;
FUJII, N ;
OGUCHI, Y ;
UYEHARA, T ;
YAMAMOTO, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4370-4382
[6]  
IMWINKELRIED R, 1985, ANGEW CHEM INT EDIT, V24, P756
[7]   ZINC BROMIDE PROMOTED ALLYLATION OF ALUMINUM ACETALS DERIVED FROM PERFLUORO CARBOXYLIC-ACID ESTERS AND DIISOBUTYLALUMINUM HYDRIDE - NEW CONVENIENT ACCESS TO ALPHA-PERFLUOROALKYLATED HOMOALLYL ALCOHOLS [J].
ISHIHARA, T ;
HAYASHI, H ;
YAMANAKA, H .
TETRAHEDRON LETTERS, 1993, 34 (36) :5777-5780
[8]   1ST GENERAL-SYNTHESIS OF MONOSILYL ACETALS - TRIMETHYLSILYL TRAPPING OF THE INTERMEDIATE IN DIBALH REDUCTION OF CARBOXYLIC-ACID ESTERS USING TRIMETHYLSILYL TRIFLUOROMETHANESULFONATE [J].
KIYOOKA, S ;
SHIROUCHI, M ;
KANEKO, Y .
TETRAHEDRON LETTERS, 1993, 34 (09) :1491-1494
[9]   BORON-TRIFLUORIDE PROMOTED ALDOL REACTION OF SILYL KETENE ACETALS WITH THE INTERMEDIATE GENERATED BY THE DIBALH REDUCTION OF CARBOXYLIC-ACID ESTERS [J].
KIYOOKA, S ;
SHIROUCHI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (01) :1-2
[10]  
KIYOOKA S, 1993, TETRAHEDRON LETT, V34, P2729