HOMOALLYLIC CHIRAL INDUCTION IN THE SYNTHESIS OF 2,4-DISUBSTITUTED TETRAHYDROFURANS BY IODOETHERIFICATION - SYNTHETIC SCOPE AND CHIRAL INDUCTION MECHANISM

被引：67

作者：

LABELLE, M ^{[1
]}

MORTON, HE ^{[1
]}

GUINDON, Y ^{[1
]}

SPRINGER, JP ^{[1
]}

机构：

[1] MERCK & CO INC,MERCK SHARP & DOHME RES LABS,RAHWAY,NJ 07065

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1988年 / 110卷 / 14期

关键词：

D O I：

10.1021/ja00222a008

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：4533 / 4540

页数：8

共 62 条

[1]

Bartlett P. A., 1984, ASYMMETRIC SYNTHESIS, V3, P411

[2] ELECTROPHILIC LACTONIZATION AS A TOOL IN ACYCLIC STEREOCONTROL - SYNTHESIS OF SERRICORNIN [J].

BARTLETT, PA ;

RICHARDSON, DP ;

MYERSON, J .

TETRAHEDRON, 1984, 40 (12) :2317-2327

[3] DIRECT EVIDENCE FOR BROMINE OLEFIN CHARGE-TRANSFER COMPLEXES AS ESSENTIAL INTERMEDIATES OF THE FAST IONIC ADDITION OF BROMINE TO CYCLOHEXENE [J].

BELLUCCI, G ;

BIANCHINI, R ;

AMBROSETTI, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (08) :2464-2471

[4] EVIDENCE FOR A REVERSIBLE ELECTROPHILIC STEP IN OLEFIN BROMINATION - THE CASE OF STILBENES [J].

BELLUCCI, G ;

CHIAPPE, C ;

MARIONI, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (02) :515-522

[5] IODOCYCLIZATION OF ALKENE THIOETHERS - KINETIC EVIDENCE AGAINST AN IODONIUM ION INTERMEDIATE [J].

BERNETT, RG ;

DOI, JT ;

MUSKER, WK .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (12) :2048-2050

[6] A GENERAL-METHOD FOR DETERMINING THE ANOMERIC CONFIGURATION OF C-FURANOSIDE DERIVATIVES - A H-1 NUCLEAR-MAGNETIC-RESONANCE NUCLEAR OVERHAUSER EFFECT STUDY [J].

BERNSTEIN, MA ;

MORTON, HE ;

GUINDON, Y .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1986, (08) :1155-1163

[7]

BROWN RS, 1984, J AM CHEM SOC, V106, P4515

[8] ON STEREOCHEMISTRY OF OSMIUM TETRAOXIDE OXIDATION OF ALLYLIC ALCOHOL SYSTEMS - EMPIRICAL RULE [J].

CHA, JK ;

CHRIST, WJ ;

KISHI, Y .

TETRAHEDRON, 1984, 40 (12) :2247-2255

[9] MODELING CHEMICAL-REACTIVITY .7. THE EFFECT OF A CHANGE IN RATE-LIMITING STEP ON THE STEREOSELECTIVITY OF ELECTROPHILIC ADDITION TO ALLYLIC ALCOHOLS AND RELATED CHIRAL ALKENES [J].

CHAMBERLIN, AR ;

MULHOLLAND, RL ;

KAHN, SD ;

HEHRE, WJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (03) :672-677

[10] IODOCYCLIZATION OF ALLYLIC ALCOHOL DERIVATIVES CONTAINING INTERNAL NUCLEOPHILES - CONTROL OF STEREOSELECTIVITY BY SUBSTITUENTS IN THE ACYCLIC PRECURSORS [J].

CHAMBERLIN, AR ;

DEZUBE, M ;

DUSSAULT, P ;

MCMILLS, MC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (18) :5819-5825

← 1 2 3 4 5 6 7 →