A PRACTICAL SYNTHESIS OF D-MALATE ESTERS FROM L-TARTRATE ESTERS

被引:32
作者
GAO, Y
ZEPP, CM
机构
[1] Sepracor Inc., Marlborough, MA 01752
关键词
D O I
10.1016/S0040-4039(00)79709-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
D-malate esters were synthesized in one-pot from L-tartrate esters in 70-80% overall yields via the corresponding tartrate cyclic sulfites.
引用
收藏
页码:3155 / 3158
页数:4
相关论文
共 15 条
[1]   A FACILE ACCESS TO (R)-MALIC ACID [J].
ALPEGIANI, M ;
HANESSIAN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (02) :278-279
[2]   A NEW, SHORT AND EFFICIENT SYNTHESIS OF BOTH ENANTIOMERS OF CARNITINE [J].
BELLAMY, FD ;
BONDOUX, M ;
DODEY, P .
TETRAHEDRON LETTERS, 1990, 31 (50) :7323-7326
[3]   INDUSTRIAL APPLICATION OF IMMOBILIZED ENZYME-SYSTEMS [J].
CHIBATA, I .
PURE AND APPLIED CHEMISTRY, 1978, 50 (07) :667-675
[4]   VICINAL DIOL CYCLIC SULFATES - LIKE EPOXIDES ONLY MORE REACTIVE [J].
GAO, Y ;
SHARPLESS, KB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (22) :7538-7539
[5]  
Gao Y., UNPUB
[6]   AMINO-ACIDS AS CHIRAL SYNTHONS - PREPARATION OF ENANTIOMERICALLY PURE (R) AND (S) MALIC-ACIDS AND ITS APPLICATION TO THE SYNTHESIS OF 3-HYDROXY 4-BUTANOLIDE [J].
HENROT, S ;
LARCHEVEQUE, M ;
PETIT, Y .
SYNTHETIC COMMUNICATIONS, 1986, 16 (02) :183-190
[7]   CHIRAL REAGENTS FROM TARTARIC ACID - 1-BENZYLOXY-3,4-EPOXY-2-BUTANOL, A VERSATILE INTERMEDIATE FOR THE SYNTHESIS OF ENANTIOMERS [J].
HUNGERBUHLER, E ;
SEEBACH, D ;
WASMUTH, D .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1979, 18 (12) :958-960
[8]   A USEFUL NEW ENANTIOMERICALLY PURE SYNTHON FROM MALIC-ACID - CHELATION-CONTROLLED ACTIVATION AS A ROUTE TO REGIOSELECTIVITY [J].
KECK, GE ;
ANDRUS, MB ;
ROMER, DR .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :417-420
[9]   LANTHANIDES IN ORGANIC-SYNTHESIS .21. A HIGHLY EFFICIENT DEOXYGENATION OF ALPHA-OXYGENATED ESTERS VIA SMI2-INDUCED ELECTRON-TRANSFER PROCESS [J].
KUSUDA, K ;
INANAGA, J ;
YAMAGUCHI, M .
TETRAHEDRON LETTERS, 1989, 30 (22) :2945-2948
[10]   SYNTHESIS OF HOMOCHIRAL AMINO-ALCOHOLS, AZIRIDINES AND DIAMINES VIA HOMOCHIRAL CYCLIC SULFITES [J].
LOHRAY, BB ;
AHUJA, JR .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (02) :95-97