REAGENT-DEPENDENT AND SOLVENT-DEPENDENT STEREOSELECTIVITY IN ORGANOCOPPER ADDITION TO A BICYCLIC ALKENONE

被引：16

作者：

ZHAO, SK ^{[1
]}

HELQUIST, P ^{[1
]}

机构：

[1] UNIV NOTRE DAME,DEPT CHEM & BIOCHEM,NOTRE DAME,IN 46556

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 04期

关键词：

D O I：

10.1016/S0040-4039(00)79464-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The stereoselectivity of the conjugate addition of several types of isobutylcopper reagents to a bicyclo[4.2.0]oct-3-en-2-one derivative is highly sensitive to the specific reaction conditions that are employed.

引用

页码：447 / 448

页数：2

共 32 条

[1] ORGANOCOPPER CONJUGATE ADDITION-REACTION IN THE PRESENCE OF TRIMETHYLCHLOROSILANE [J].

ALEXAKIS, A ;

BERLAN, J ;

BESACE, Y .

TETRAHEDRON LETTERS, 1986, 27 (09) :1047-1050

[2] STEREOCHEMICAL EFFECTS OF TRIMETHYLSILYL CHLORIDE (TMSCL) ON THE CONJUGATE ADDITION OF ORGANOCOPPER REAGENTS [J].

ALEXAKIS, A ;

SEDRANI, R ;

MANGENEY, P .

TETRAHEDRON LETTERS, 1990, 31 (03) :345-348

[3] CHLOROTRIMETHYLSILANE-ACTIVATED AND IODOTRIMETHYLSILANE-ACTIVATED ADDITIONS OF ORGANOCOPPER COMPOUNDS TO ENONES AND ENOATES [J].

BERGDAHL, M ;

LINDSTEDT, EL ;

NILSSON, M ;

OLSSON, T .

TETRAHEDRON, 1988, 44 (07) :2055-2062

[4] REGIOSELECTIVITY OF THE REACTION OF MAGNESIUM DIALKYL CUPRATES ON ALPHA,BETA-ETHYLENIC ALDEHYDES [J].

BOURGAINCOMMERCON, M ;

FOULON, JP ;

NORMANT, JF .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1982, 228 (03) :321-326

[5] REACTION OF LITHIUM DIALKYLCUPRATES WITH ALPHA, BETA-ETHYLENIC ALDEHYDES [J].

CHUIT, C ;

FOULON, JP ;

NORMANT, JF .

TETRAHEDRON, 1980, 36 (16) :2305-2310

[6] COORDINATIVELY INDUCED 1,4-DIASTEREOSELECTION IN THE REACTION OF ACYCLIC ALPHA,BETA-ENONES WITH ORGANOCOPPER REAGENTS - A NEW TYPE OF ORGANOCOPPER REAGENT [J].

COREY, EJ ;

HANNON, FJ ;

BOAZ, NW .

TETRAHEDRON, 1989, 45 (02) :545-555

[7] A POSSIBLE TRANSITION-STATE ASSEMBLY FOR HIGHLY DIASTEREOSELECTIVE CONJUGATE ADDITION-REACTIONS OF LITHIUM DIMETHYLCUPRATE WITH ALPHA,BETA-ENONES [J].

COREY, EJ ;

HANNON, FJ .

TETRAHEDRON LETTERS, 1990, 31 (10) :1393-1396

[8] THE REACTIONS OF COMBINED ORGANOCUPRATE CHLOROTRIMETHYLSILANE REAGENTS WITH CONJUGATED CARBONYL-COMPOUNDS [J].

COREY, EJ ;

BOAZ, NW .

TETRAHEDRON LETTERS, 1985, 26 (49) :6019-6022

[9] EVIDENCE FOR A REVERSIBLE D,PI-STAR-COMPLEXATION, BETA-CUPRATION SEQUENCE IN THE CONJUGATE ADDITION-REACTION OF GILMAN REAGENTS WITH ALPHA-ENONES, BETA-ENONES [J].

COREY, EJ ;

BOAZ, NW .

TETRAHEDRON LETTERS, 1985, 26 (49) :6015-6018

[10] STEREOSELECTIVITY OF THE NUCLEOPHILIC-ADDITION OF ORGANOCOPPER REAGENTS TO CHIRAL ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS - ABINITIO MOLECULAR-ORBITAL STUDIES OF STERIC AND ELECTRONIC EFFECTS [J].

DORIGO, AE ;

MOROKUMA, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6524-6536

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