Reductive cleavage of acetals/ketals with ZrCl4/NaBH4

被引:19
作者
Chary, KP [1 ]
Laxmi, YRS [1 ]
Iyengar, DS [1 ]
机构
[1] Indian Inst Chem Technol, Discovery Lab, Organ Div 2, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1080/00397919908086100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reductive cleavage of acetals/ketals with zirconium tetrachloride-sodium borohydride leading to the formation of ether alcohols is described.
引用
收藏
页码:1257 / 1261
页数:5
相关论文
共 16 条
[1]   REDUCTION WITH METAL HYDRIDES .12. REDUCTION OF ACETALS AND KETALS WITH LITHIUM ALUMINUM HYDRIDE-ALUMINUM CHLORIDE [J].
ELIEL, EL ;
BADDING, VG ;
RERICK, MN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (12) :2371-&
[2]  
FUGIDI P, 1980, J CHEM SOC CHEM COMM, P1234
[3]  
HORNE DA, 1978, TETRAHEDRON LETT, V20, P1357
[4]   THE 1ST SOLVENT-DIRECTED REGIOSELECTIVE KETAL REDUCTION OF UNSYMMETRICAL GLYCOLS [J].
HUNTER, R ;
BARTELS, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11) :2887-2889
[5]   REDUCTIVE CLEAVAGES OF ALPHA,BETA-ALKYNYL ACETALS - NEW ROUTE TO OPTICALLY PURE PROPARGYLIC ALCOHOLS [J].
ISHIHARA, K ;
MORI, A ;
ARAI, I ;
YAMAMOTO, H .
TETRAHEDRON LETTERS, 1986, 27 (08) :983-986
[6]  
ITSUNO S, 1988, SYNTHESIS-STUTTGART, P995
[7]  
ITSUNO S, 1990, J CHEM SOC PERK T, P59
[8]   REGIOSELECTIVE REDUCTIVE RING-OPENING OF 4-METHOXYBENZYLIDENE ACETALS OF HEXOPYRANOSIDES - ACCESS TO A NOVEL PROTECTIVE GROUP STRATEGY [J].
JOHANSSON, R ;
SAMUELSSON, B .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (03) :201-202
[9]   EFFICIENT METHOD FOR THE REDUCTIVE CLEAVAGE OF ACETALS AND KETALS WITH ZN(BH4)2/ME3SICL [J].
KOTSUKI, H ;
USHIO, Y ;
YOSHIMURA, N ;
OCHI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (12) :2594-2596
[10]   Regioselective cleavage of epoxides: Conversion of racemic epoxides to optically active alcohols [J].
Laxmi, YRS ;
Iyengar, DS .
SYNTHETIC COMMUNICATIONS, 1997, 27 (10) :1731-1736