TRANSITION-METAL MEDIATED ASYMMETRIC-SYNTHESIS .12. TRICARBONYLIRON COMPLEXES AS INTERMEDIATES TO ISOQUINUCLIDINES

被引：8

作者：

STEPHENSON, GR ^{[1
]}

THOMAS, RD ^{[1
]}

CASSIDY, F ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT,HARLOW CM19 5AD,ESSEX,ENGLAND

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1991年 / 402卷 / 03期

关键词：

D O I：

10.1016/0022-328X(91)86260-W

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Tricarbonyl(eta-5-2-methoxy-5-methylcyclohexadienyl)iron(1 +) hexafluorophosphate(1 -) has been converted into a dehydroisoquinuclidine. Although the scope of the process is limited by competing aromatisation during removal of the tricarbonyliron group from the organic ligand, it is appropriate in situations where substituents block aromatisation. Cyclisation to the dehydroisoquinuclidine is facilitated by the use of an intermediate bearing a secondary amine.

引用

页码：C59 / C62

页数：4

共 18 条

[1] TRANSITION-METAL MEDIATED ASYMMETRIC-SYNTHESIS .6. ORGANOMETALLIC APPROACHES TO THE ENANTIOMER SYNTHESIS OF TRIDACHIONE - A ROLE FOR PLANAR CHIRALITY IN SYNTHESIS DESIGN [J].

ALEXANDER, RP ;

MORLEY, C ;

STEPHENSON, GR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (08) :2069-2074

[2] REGIOSELECTIVITY OF NUCLEOPHILIC ADDITIONS TO TRICARBONYL[ETA-5-2-METHYL-2,4-CYCLOHEXADIEN-1-YL]IRON(1+)PF6(-) - TEMPERATURE-DEPENDENCE OF HYDRIDE REDUCTIONS [J].

BIRCH, AJ ;

STEPHENSON, GR .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1981, 218 (01) :91-104

[3] 2-AZABICYCLO[222] OCTANE DERIVATIVES AS CONFORMATIONAL ANALOGS OF LOCAL ANESTHETICS [J].

BORNE, RF ;

CLARK, CR ;

HOLBROOK, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (07) :853-856

[4] CHOLINERGIC ACTIVITY OF 2-AZABICYCLO [2.2.2] OCTANE ANALOGS OF ACETYLCHOLINE [J].

BORNE, RF ;

CLARK, CR ;

WATERS, IW .

JOURNAL OF PHARMACEUTICAL SCIENCES, 1974, 63 (10) :1559-1562

[5]

BUDZIKIEWICZ H, 1964, INTERPRETATION MASS, P101

[6]

CASSIDY F, UNPUB

[7] NEW APPROACHES TO QUASSINOID SYNTHESIS - STRUCTURE OF A NEW MICHAEL ADDUCT [J].

CHANDLER, M ;

MINCIONE, E ;

PARSONS, PJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (18) :1233-1234

[8] CONVULSANT ALKALOIDS FROM DIOSCOREA-DUMETORUM [J].

CORLEY, DG ;

TEMPESTA, MS ;

IWU, MM .

TETRAHEDRON LETTERS, 1985, 26 (13) :1615-1618

[9]

GOLDSCHMIDT H, 1987, CHEM BER, V20, P2407

[10]

LONGOBARDI M, 1987, FARMACO, V42, P691

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