Hydrolysis of alkenyl esters and ethers catalyzed by metal complexes

被引：49

作者：

Aoyama, H ^{[1
]}

Tokunaga, M

Hiraiwa, S

Shirogane, Y

Obora, Y

Tsuji, Y

机构：

[1] Hokkaido Univ, Grad Sch Sci, Ctr Catalysis Res, Sapporo, Hokkaido 0010021, Japan

[2] Hokkaido Univ, Grad Sch Sci, Div Chem, Sapporo, Hokkaido 0010021, Japan

[3] JST, Sapporo, Hokkaido 0010021, Japan

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 04期

关键词：

D O I：

10.1021/ol036228j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various kinds of transition metals catalyzed the hydrolysis of alkenyl esters and ethers under buffer-free, high concentration conditions compared to usual biocatalysts. Hydrolytic kinetic resolution of cis-2-tert-butylcyclohexyl vinyl ether was achieved by chiral (salen)Co complexes with good selectivity (k(rel) = 10.0).

引用

页码：509 / 512

页数：4

共 27 条

[1] Enantioselective catalysis in fine chemicals production
Blaser, HU
[J]. CHEMICAL COMMUNICATIONS, 2003, (03) : 293 - 296
[2] Biomimetic reactions catalyzed by cyclodextrins and their derivatives
Breslow, R
Dong, SD
[J]. CHEMICAL REVIEWS, 1998, 98 (05) : 1997 - 2011
[3] DEVELOPING ARTIFICIAL HYDROLYTIC METALLOENZYMES BY A UNIFIED MECHANISTIC APPROACH
CHIN, J
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (05) : 145 - 152
[4] MINIATURE ORGANIC-MODELS OF ENZYMES
DSOUZA, VT
BENDER, ML
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1987, 20 (04) : 146 - 152
[5] MECHANISMS AND CATALYSIS IN VINYL ESTER HYDROLYSIS
EURANTO, EK
[J]. PURE AND APPLIED CHEMISTRY, 1977, 49 (07) : 1009 - 1020
[6] Enantioselective epoxide hydrolysis: catalysis involving microbes, mammals and metals
Finney, NS
[J]. CHEMISTRY & BIOLOGY, 1998, 5 (04): : R73 - R79
[7] ALLYL ETHER AS A PROTECTING GROUP IN CARBONHYDRATE CHEMISTRY .2.
GIGG, R
WARREN, CD
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (15): : 1903 - &
[8] Keith JM, 2001, ADV SYNTH CATAL, V343, P5, DOI 10.1002/1615-4169(20010129)343:1<5::AID-ADSC5>3.0.CO
[9] 2-I
[10] Cooperative asymmetric catalysis with dimeric salen complexes
Konsler, RG
Karl, J
Jacobsen, EN
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (41) : 10780 - 10781

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