A new procedure for the Julia-Colonna stereoselective epoxidation reaction under non-aqueous conditions: the development of a catalyst comprising polyamino acid on silica (PaaSiCat)

被引：63

作者：

Geller, T ^{[1
]}

Roberts, SM ^{[1
]}

机构：

[1] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, Merseyside, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 11期

关键词：

D O I：

10.1039/a903219c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Polyleucine adsorbed onto silica provides a robust, readily-recycled, highly active catalyst for the asymmetric epoxidation of the alpha,beta-unsaturated ketones 1, 2, and 3.

引用

页码：1397 / 1398

页数：2

共 22 条

[1] Improved procedure for Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones:: total synthesis of diltiazem and Taxol™ side-chain [J].

Adger, BM ;

Barkley, JV ;

Bergeron, S ;

Cappi, MW ;

Flowerdew, BE ;

Jackson, MP ;

McCague, R ;

Nugent, TC ;

Roberts, SM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (23) :3501-3507

[2] Julia-Colonna asymmetric epoxidation reactions under non-aqueous conditions: Rapid, highly regio- and stereo-selective transformations using a cheap, recyclable catalyst [J].

Allen, JV ;

Bergeron, S ;

Griffiths, MJ ;

Mukherjee, S ;

Roberts, SM ;

Williamson, NM ;

Wu, LE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (19) :3171-3179

[3] Stereoselective epoxidation of electron poor dienes using poly(L-leucine) [J].

Allen, JV ;

Cappi, MW ;

Kary, PD ;

Roberts, SM ;

Williamson, NM ;

Wu, LE .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (22) :3297-3298

[4]

ALLEN JV, 1998, ADV BIOCH ENG BIOTEC, V63, P125

[5] ASYMMETRIC EPOXIDATION OF ELECTRON-POOR OLEFINS .5. INFLUENCE ON STEREOSELECTIVITY OF THE STRUCTURE OF POLY-ALPHA-AMINOACIDS USED AS CATALYSTS [J].

BANFI, S ;

COLONNA, S ;

MOLINARI, H ;

JULIA, S ;

GUIXER, J .

TETRAHEDRON, 1984, 40 (24) :5207-5211

[6] AN EFFICIENT ASYMMETRIC-SYNTHESIS OF SUBSTITUTED PHENYL GLYCIDIC ESTERS [J].

BAURES, PW ;

EGGLESTON, DS ;

FLISAK, JR ;

GOMBATZ, K ;

LANTOS, I ;

MENDELSON, W ;

REMICH, JJ .

TETRAHEDRON LETTERS, 1990, 31 (45) :6501-6504

[7]

Bentley PA, 1997, CHIRALITY, V9, P198, DOI 10.1002/(SICI)1520-636X(1997)9:2<198::AID-CHIR22>3.0.CO

[8]

2-H

[9] Asymmetric epoxidation of enones employing polymeric alpha-amino acids in non-aqueous media [J].

Bentley, PA ;

Bergeron, S ;

Cappi, MW ;

Hibbs, DE ;

Hursthouse, MB ;

Nugent, TC ;

Pulido, R ;

Roberts, SM ;

Wu, LE .

CHEMICAL COMMUNICATIONS, 1997, (08) :739-740

[10] Catalytic asymmetric epoxidation of alpha,beta-unsaturated ketones promoted by lanthanoid complexes [J].

Bougauchi, M ;

Watanabe, S ;

Arai, T ;

Sasai, H ;

Shibasaki, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (09) :2329-2330

← 1 2 3 →