SYNTHESIS AND CATALYTIC PROPERTIES OF AN ACYCLIC ANALOG OF HYDROXY NORPHOS

被引：33

作者：

BORNER, A

WARD, J

RUTH, W

HOLZ, J

KLESS, A

HELLER, D

KAGAN, HB

机构：

[1] UNIV ROSTOCK,FACHBEREICH CHEM,D-18055 ROSTOCK,GERMANY

[2] UNIV PARIS 11,SYNTH ASYMETR LAB,CNRS,URA 1497,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON | 1994年 / 50卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(01)89582-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of (S)-1,2-bis(diphenylphosphino)butane-4-ol 1 an acyclic analogue of hydroxy norphos is described, starting from L-ascorbic acid. Problems which arose during the cleavage of OH-protective groups in the presence of phosphino groups are discussed. The hydrogenation properties of the catalyst derived from the new ligand are compared with those obtained with hydroxy norphos.(1)

引用

收藏

页码：10419 / 10430

页数：12

相关论文

共 29 条

[1] STRUCTURAL AND CHEMICAL ASPECTS OF PHOSPHINO-ETHERS AS CHELATING LIGANDS IN RHODIUM(I) CATIONIC COMPLEXES - X-RAY CRYSTAL-STRUCTURES OF 2 PHOSPHINO-ETHER RHODIUM CARBONYL-COMPLEXES [J].

ALCOCK, NW ;

BROWN, JM ;

JEFFERY, JC .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1974, (20) :829-830

[2] CHIRAL 1,2-DIPHOSPHINE LIGANDS - SYNTHESIS AND APPLICATION TO RHODIUM-CATALYZED ASYMMETRIC HYDROGENATIONS [J].

AMMA, JP ;

STILLE, JK .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (03) :468-473

[3] ANALOGS OF DIOP - SYNTHESIS, REACTIVITY, AND NMR BEHAVIOR [J].

BORNER, A ;

KADYROV, R ;

MICHALIK, M ;

HELLER, D .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 470 (1-2) :237-242

[4] A BORON ANALOG OF DIOP - SYNTHESIS AND PROPERTIES [J].

BORNER, A ;

WARD, J ;

KORTUS, K ;

KAGAN, HB .

TETRAHEDRON-ASYMMETRY, 1993, 4 (10) :2219-2228

[5] NEW CHIRAL BUILDING-BLOCKS AND THEIR APPLICATION TO THE CONSTRUCTION OF CHIRAL AMINOALCOHOLS - ENANTIOMERICALLY PURE CIS-3-MESYLOXY-4-HYDROXY AND TRANS-3-MESYLOXY-4-HYDROXY TETRAHYDROFURANS [J].

BORNER, A ;

HOLZ, J ;

KAGAN, HB .

TETRAHEDRON LETTERS, 1993, 34 (33) :5273-5276

[6]

BORNER A, 1993, J ORG CHEM, V58, P6814

[7]

BORNER A, COMMUNICATION

[8] STEREOSPECIFIC TOTAL SYNTHESIS OF PROSTAGLANDINS-E3 AND F3ALPHA [J].

COREY, EJ ;

SHIRAHAMA, H ;

YAMAMOTO, H ;

TERASHIMA, S ;

VENKATESWARLU, A ;

SCHAAF, TK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (06) :1490-+

[9]

COREY EJ, 1975, TETRAHEDRON LETT, V38, P3269

[10] ASYMMETRIC SYNTHESIS - ASYMMETRIC HOMOGENEOUS HYDROGENATION CATALYST WHICH BREEDS ITS OWN CHIRALITY [J].

FRYZUK, MD ;

BOSNICH, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (17) :5491-5494