MICROBIAL HYDROXYLATION AND FUNCTIONALIZATION OF SYNTHETIC POLYCYCLIC ENONES

被引：21

作者：

HAMMOUMI, A

GIRAULT, JP

AZERAD, R

REVIAL, G

DANGELO, J

机构：

[1] UNIV PARIS 05,CHIM & BIOCHIM PHARMACOL & TEXICOL LAB,CNRS,UNITE 400,F-75270 PARIS 06,FRANCE

[2] ECOLE SUPER PHYS & CHIM IND VILLE PARIS,CHIM LAB,CNRS,UNITE 476,F-75005 PARIS,FRANCE

[3] FAC PHARM CHATENAY MALABRY,CNRS,CHIM ORGAN LAB,F-92296 CHATENAY MALABRY,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(00)80241-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The regio- and stereoselective hydroxylation of variously substituted asymmetric 4a-methyl octalenones by selected fungal strains has been shown to afford, sometimes in high yields, several optically pure derivatives, generally hydroxylated in the B-ring. The potential of this method for the preparation of functionalized (hydroxylated) chiral synthons is evaluated and discussed.

引用

收藏

页码：1295 / 1306

页数：12

相关论文

共 41 条

[1] REAKTIONEN MIT MIKROORGANISMEN .3. REDUKTION VON +/-DELTA-4-9-METHYL-OCTALINDION-(3,8) MIT ASPERGILLUS-NIGER [J].

ACKLIN, W ;

DUTTING, D ;

PRELOG, V .

HELVETICA CHIMICA ACTA, 1958, 41 (05) :1424-1427

[2] A NEW METHOD FOR RESOLUTION OF KETONES [J].

ADAMS, WR ;

CHAPMAN, OL ;

SIEJA, JB ;

WELSTEAD, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (01) :162-&

[3] INVESTIGATION OF COMPLEX NETWORKS OF SPIN-SPIN COUPLING BY TWO-DIMENSIONAL NMR [J].

BAX, A ;

FREEMAN, R .

JOURNAL OF MAGNETIC RESONANCE, 1981, 44 (03) :542-561

[4]

BAX A, 1984, 2 DIMENSIONAL NJUCLE

[5] A TOTAL SYNTHESIS OF C-NOR D-HOMOSTEROIDS OF THE A-]B-]C-]D-TYPE, INVOLVING A REDUCTIVE ALKYLATION STEP FOR CONSTRUCTION OF THE D-RING [J].

BROWN, E ;

LEBRETON, J .

TETRAHEDRON LETTERS, 1986, 27 (23) :2595-2598

[6] SUBSTITUTED 4A-METHYLOCTAHYDROPHENANTRENES - CONFORMATION AND PROTON MAGNETIC-RESONANCE CHARACTERISTICS [J].

CAMPBELL, AL ;

LEADER, HN ;

SIERRA, MG ;

SPENCER, CL ;

MCCHESNEY, JD .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (15) :2755-2757

[7] ENANTIOSELECTIVE PREPARATION OF KEY [ABC] INTERMEDIATES FOR STEROID-SYNTHESIS THROUGH THE ASYMMETRIC MICHAEL ADDITION PROCESS INVOLVING CHIRAL IMINES [J].

DANGELO, J ;

REVIAL, G ;

VOLPE, T ;

PFAU, M .

TETRAHEDRON LETTERS, 1988, 29 (35) :4427-4430

[8] THE ASYMMETRIC MICHAEL ADDITION-REACTIONS USING CHIRAL IMINES [J].

DANGELO, J ;

DESMAELE, D ;

DUMAS, F ;

GUINGANT, A .

TETRAHEDRON-ASYMMETRY, 1992, 3 (04) :459-505

[9] MICROBIAL HYDROXYLATION AND FUNCTIONALIZATION OF SYNTHETIC BICYCLIC ENONES [J].

HAMMOUMI, A ;

REVIAL, G ;

DANGELO, J ;

GIRAULT, JP ;

AZERAD, R .

TETRAHEDRON LETTERS, 1991, 32 (05) :651-654

[10]

HARADA N, 1990, SYNTHESIS-STUTTGART, P53

← 1 2 3 4 5 →