ENANTIOSELECTIVE, RHODIUM CATALYZED INTRAMOLECULAR CYCLOPROPANATIONS OF HOMOALLYTIC DIAZOACETATES

被引：38

作者：

MARTIN, SF

OALMANN, CJ

LIRAS, S

机构：

[1] Department of Chemistry and Biochemistry, The University of Texas, Austin

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 45期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)61761-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The homoallylic diazoacetates 3a-j underwent enantioselective intramolecular cyclopropanation with the rhodium catalyst Rh2(5S-MEPY)4 (1) to give the oxabicyclo[4. 1.0]heptanes 4a-j in 71-90% enantiomeric excess and in 55-80% chemical yield.

引用

页码：6727 / 6730

页数：4

共 53 条

[1] CATALYTIC ASYMMETRIC-SYNTHESIS OF CYCLOPROPANE-CARBOXYLIC ACIDS - AN APPLICATION OF CHIRAL COPPER CARBENOID REACTION
ARATANI, T
[J]. PURE AND APPLIED CHEMISTRY, 1985, 57 (12) : 1839 - 1844
[2] SYNTHESES OF PYRETHROID ACIDS
ARLT, D
JAUTELAT, M
LANTZSCH, R
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (09): : 703 - 722
[3] BAKER WR, 1992, CHEM LETT, V2, pR40
[4] BASHA A, 1977, TETRAHEDRON LETT, P4171
[5] BROOKHART M, 1991, J AM CHEM SOC, V113, P4927
[6] P-2-NICKEL CATALYST WITH ETHYLENEDIAMINE, A NOVEL SYSTEM FOR HIGHLY STEREOSPECIFIC REDUCTION OF ALKYNES TO CIS-OLEFINS
BROWN, CA
AHUJA, VK
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (15) : 553 - 554
[7] CARBOHYDRATES AS CHIRAL AUXILIARIES - ASYMMETRIC CYCLOPROPANATION REACTION OF ACYCLIC OLEFINS
CHARETTE, AB
COTE, B
MARCOUX, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (21) : 8166 - 8167
[8] COPPER-(II) AND NICKEL-(II) N-(NORMAL-ALKYL)SALICYLALDIMINE CHELATES
CHARLES, RG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (06) : 677 - 679
[9] ALLENES AND ACETYLENES .23. SYNTHESIS OF ALPHA-ALLENIC AMINES VIA ALLENIC IMINES OBTAINED FROM ORGANOCOPPER REACTIONS
CLAESSON, A
SAHLBERG, C
[J]. TETRAHEDRON, 1982, 38 (03) : 363 - 368
[10] W-7783, A UNIQUE ANTIFUNGAL ANTIBIOTIC
CONNOR, DT
GREENOUGH, RC
STRANDTMANN, MV
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (23) : 3664 - 3669

← 1 2 3 4 5 6 →