ENANTIOSELECTIVE CYCLOPROPANATION OF ALLYLIC ALCOHOLS CATALYZED BY A CHIRAL DISULFONAMIDE-ALUMINUM COMPLEX

被引：55

作者：

IMAI, N ^{[1
]}

TAKAHASHI, H ^{[1
]}

KOBAYASHI, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR, 4-4-1 NISHI OHNUMA, SAGAMIHARA, KANAGAWA 229, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 01期

关键词：

D O I：

10.1246/cl.1994.177

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A chiral disulfonamide-alkylaluminum complex prepared from (1R,2R)-N,N'-bis(benzenesulfonyl)-1,2-cyclohexanediamine and trialkylaluminum or i-Bu2AlH has been found to catalyze a Simmons-Smith cyclopropanation of allylic alcohols with Et2Zn and CH2I2 to afford the corresponding cyclopropanes in excellent yields with high enantiomeric excesses.

引用

页码：177 / 180

页数：4

共 50 条

[21] Enantioselective allylic alkylation and amination catalyzed by a chiral P/N ligand palladium complex
Kubota, H
Koga, K
HETEROCYCLES, 1996, 42 (02) : 543 - 547
[22] Highly enantioselective intramolecular cyclopropanation reactions of N-Allylic-N-methyldiazoacetamides catalyzed by chiral dirhodium(II) carboxamidates
Department of Chemistry, Trinity University, San Antonio, TX 78212, United States
J. Org. Chem., 6 (2179-2184):
[23] ENANTIOSELECTIVE INTRAMOLECULAR CYCLOPROPANATION OF N-ALLYLIC AND N-HOMOALLYLIC DIAZOACETAMIDES CATALYZED BY CHIRAL DIRHODIUM(II) CATALYSTS
DOYLE, MP
EISMONT, MY
PROTOPOPOVA, MN
KWAN, MMY
TETRAHEDRON, 1994, 50 (15) : 4519 - 4528
[24] Highly enantioselective intramolecular cyclopropanation reactions of N-allylic-N-methyldiazoacetamides catalyzed by chiral dirhodium(II) carboxamidates
Doyle, MP
Kalinin, AV
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06): : 2179 - 2184
[25] ENANTIOSELECTIVE INTRAMOLECULAR CYCLOPROPANATION OF N-ALLYLIC- AND N-HOMOALLYLIC DIAZOACETAMIDES CATALYZED BY CHIRAL DIRHODIUM(II) CATALYSTS
DOYLE, MP
EISMONT, MY
PROTOPOPOVA, MN
KWAN, MMY
TETRAHEDRON, 1994, 50 (06) : 1665 - 1674
[26] ON CATALYZED AND UNCATALYZED HYDROBORATIONS OF CHIRAL ALLYLIC ALCOHOLS AND AMINES
BURGESS, K
OHLMEYER, MJ
TETRAHEDRON LETTERS, 1989, 30 (43) : 5861 - 5864
[27] DIASTEREOSELECTIVE CYCLOPROPANATION OF CHIRAL ALLYLIC ALCOHOLS - A MORE EFFICIENT REAGENT FOR THE RELATIVE STEREOCONTROL
CHARETTE, AB
LEBEL, H
JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (10): : 2966 - 2967
[28] Rhodium-Catalyzed Enantioselective Isomerization of Secondary Allylic Alcohols
Zhao, Yu (zhaoyu@nus.edu.sg), 1600, American Chemical Society (139):
[29] Rhodium-Catalyzed Enantioselective Isomerization of Secondary Allylic Alcohols
Liu, Tang-Lin
Ng, Teng Wei
Zhao, Yu
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (10) : 3643 - 3646
[30] Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols
Ngamnithiporn, Aurapat
Jette, Carina I.
Bachman, Shoshana
Virgil, Scott C.
Stoltz, Brian M.
CHEMICAL SCIENCE, 2018, 9 (09) : 2547 - 2551

← 1 2 3 4 5 →