4-THIOPHENYL-2-AZETIDINONE AS CHIRON - ENANTIOSPECIFIC SYNTHESES OF 3R AND 3S DEUTERIATED BETA-ALANINES

被引：4

作者：

BASAK, A

机构：

[1] Department of Chemistry, Indian Institute of Technology

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 14期

关键词：

D O I：

10.1080/00397919308009858

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereospecific syntheses of chirally C-3 deuteriated beta-alanines 6 and 7 from optically pure 4 - thiophenyl azetidinones 13 and 14 are described.

引用

页码：1985 / 1989

页数：5

共 15 条

[1] STEREOSPECIFIC SYNTHESIS OF DEALANYLALAHOPCIN [J].

BALDWIN, JE ;

ADLINGTON, RM ;

GOLLINS, DW ;

SCHOFIELD, CJ .

TETRAHEDRON, 1990, 46 (13-14) :4733-4748

[2] STEREOCHEMICAL COURSE OF THE KEY RING-FORMING REACTIONS IN CLAVULANIC ACID BIOSYNTHESIS [J].

BASAK, A ;

SALOWE, SP ;

TOWNSEND, CA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (04) :1654-1656

[3]

BIRKOFER L, 1975, LIEBIGS ANN CHEM, P2195

[4]

CHOLLETGRAVEY AM, 1991, SYNTHETIC COMMUN, V21, P1847

[5] TRIMETHYLSILYL-SUBSTITUTED OPTICALLY-ACTIVE BETA-LACTAMS [J].

FRITZ, H ;

SUTTER, P ;

WEIS, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :558-561

[6] A NEW SYNTHESIS OF BETA-ALANINE [J].

GALAT, A .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (08) :1414-1415

[7] A NEW METHOD FOR THE CARBON-EXTENSION REACTIONS OF AZETIDIN-2-ONES AT THE 4-POSITION [J].

KOBAYASHI, T ;

ISHIDA, N ;

HIRAOKA, T .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (15) :736-737

[8] OXIDATIVE CYCLIZATION CHEMISTRY CATALYZED BY CLAVAMINATE SYNTHASE [J].

KROL, WJ ;

BASAK, A ;

SALOWE, SP ;

TOWNSEND, CA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (19) :7625-7627

[9] STUDIES ON BETA-LACTAM .68. SYNTHESIS OF ALPHA-HALO AND ALPHA-DEUTERIO-BETA-LACTAMS [J].

MANHAS, MS ;

KHAJAVI, MS ;

BARI, SS ;

BOSE, AK .

TETRAHEDRON LETTERS, 1983, 24 (23) :2323-2326

[10] PREPARATION OF OPTICALLY-ACTIVE BENZYL-ALPHA-D ALCOHOL VIA REDUCTION BY B-3ALPHA-PINANYL-9-BORABICYCLO[3.3.1]NONANE - NEW HIGHLY EFFECTIVE CHIRAL REDUCING AGENT [J].

MIDLAND, MM ;

TRAMONTANO, A ;

ZDERIC, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (15) :5211-5213

← 1 2 →