OXABICYCLO[4.1.0]HEPTENE AND AZABICYCLO[4.1.0]HEPTENE AS NEW SYNTHONS FOR C-DISACCHARIDE AND ALKALOID SYNTHESIS - REACTIVITY TRENDS WITH CARBON NUCLEOPHILES

被引：54

作者：

HUDLICKY, T

TIAN, XR

KONIGSBERGER, K

ROUDEN, J

机构：

[1] Department of Chemistry, Virginia Polytechnic Institute, State University, Virginia 24061, Blacksburg

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 15期

关键词：

D O I：

10.1021/jo00094a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Homochiral vinyloxiranes and vinylaziridines were reacted with a series of organometallic reagents in order to determine the regio- and stereoselectivity of the ring opening with carbon nucleophiles.

引用

页码：4037 / 4039

页数：3

共 30 条

[1] THE RING-OPENING OF AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS [J].

BALDWIN, JE ;

ADLINGTON, RM ;

ONEIL, IA ;

SCHOFIELD, C ;

SPIVEY, AC ;

SWEENEY, JB .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) :1852-1854

[2]

Brown S.M., 1993, ORGANIC SYNTHESIS TH, V2, P113

[3] COMPLEMENTARY ENANTIOSPECIFIC SYNTHESES OF CONDURITOL-E EPOXIDES FROM HALOBENZENES [J].

CARLESS, HAJ .

TETRAHEDRON LETTERS, 1992, 33 (42) :6379-6382

[4] THE USE OF CYCLOHEXA-3,5-DIENE-1,2-DIOLS IN ENANTIOSPECIFIC SYNTHESIS [J].

CARLESS, HAJ .

TETRAHEDRON-ASYMMETRY, 1992, 3 (07) :795-826

[5] REGIOCHEMICAL CONTROL OF THE RING-OPENING OF 1,2-EPOXIDES BY MEANS OF CHELATING PROCESSES .2. SYNTHESIS AND REACTIONS OF THE CIS-OXIDE AND TRANS-OXIDE OF 4-[(BENZYLOXY)METHYL]CYCLOHEXENE, 3-CYCLOHEXENEMETHANOL, AND METHYL 3-CYCLOHEXENECARBOXYLATE [J].

CHINI, M ;

CROTTI, P ;

FLIPPIN, LA ;

MACCHIA, F ;

PINESCHI, M .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (05) :1405-1412

[6] REGIOCHEMICAL CONTROL OF THE RING-OPENING OF 1,2-EPOXIDES BY MEANS OF CHELATING PROCESSES .4. SYNTHESIS AND REACTIONS OF THE CIS-OXIDES AND TRANS-OXIDES DERIVED FROM 3-[(BENZYLOXY)METHYL]CYCLOHEXENE [J].

CHINI, M ;

CROTTI, P ;

FLIPPIN, LA ;

GARDELLI, C ;

MACCHIA, F .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1713-1718

[7] BIOCATALYSIS AND 19TH-CENTURY ORGANIC-CHEMISTRY - CONVERSION OF D-GLUCOSE INTO QUINOID ORGANICS [J].

DRATHS, KM ;

WARD, TL ;

FROST, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) :9725-9726

[8] BIOCATALYTIC SYNTHESIS OF AROMATICS FROM D-GLUCOSE - THE ROLE OF TRANSKETOLASE [J].

DRATHS, KM ;

POMPLIANO, DL ;

CONLEY, DL ;

FROST, JW ;

BERRY, A ;

DISBROW, GL ;

STAVERSKY, RJ ;

LIEVENSE, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :3956-3962

[9] NUCLEOPHILIC OPENING OF CHIRAL BIS-AZIRIDINES - A ROUTE TO ENANTIOMERICALLY PURE ALPHA-AMINO-ACIDS AND POLYSUBSTITUTED PIPERIDINES [J].

DUREAULT, A ;

TRANCHEPAIN, I ;

GRECK, C ;

DEPEZAY, JC .

TETRAHEDRON LETTERS, 1987, 28 (29) :3341-3344

[10] BF3-ETHERATE PROMOTED ALKYLATION OF AZIRIDINES WITH ORGANOCOPPER REAGENTS - A NEW SYNTHESIS OF AMINES [J].

EIS, MJ ;

GANEM, B .

TETRAHEDRON LETTERS, 1985, 26 (09) :1153-1156

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