Enantioselective Iodolactonizations of 4-Pentenoic Acid Derivatives Mediated by Chiral Salen-Co(II) Complex

被引：77

作者：

Ning, Zhaolun ^{[1
]}

Jin, Rizhe ^{[1
]}

Ding, Jinying ^{[1
]}

Gao, Lianxun ^{[1
]}

机构：

[1] Chinese Acad Sci, Changchun Inst Appl Chem, Grad Sch, State Key Lab Polymer Phys & Chem, Changchun 130022, Peoples R China

来源：

SYNLETT | 2009年 / 14期

关键词：

asymmetric catalysis; salen complex; synthesis; lactones; iodolactonization; HYDROXY-CIS-ALKENES; STEREOSELECTIVE IODOLACTONIZATION; SALEN; HALOCYCLIZATION; IODOCYCLIZATION; ALKYLATION; EFFICIENT; EPOXIDES;

D O I：

10.1055/s-0029-1217806

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work presents the salen-Co(II) complex catalyzed enantioselective iodolactonizations of various 4-pentenoic acid derivatives with good enantioselectivities (up to 83% ee).

引用

页码：2291 / 2294

页数：4

共 32 条

[1] Influence of the metal and chiral diamine on metal(II)salen catalysed, asymmetric synthesis of α-methyl α-amino acids
Belokon, YN
Fuentes, J
North, M
Steed, JW
[J]. TETRAHEDRON, 2004, 60 (14) : 3191 - 3204
[2] Synthesis and enantioselective Diels-Alder reactions of optically active cobalt(III) salen-1,3-butadien-2-yl complexes
Chapman, JJ
Day, CS
Welker, ME
[J]. ORGANOMETALLICS, 2000, 19 (09) : 1615 - 1618
[3] Mechanistic evaluation of the halocyclization of 4-penten-1-ol by some bis(2-substituted pyridine) and bis(2,6-disubstituted pyridine)bromonium triflates
Cui, XL
Brown, RS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (18) : 5653 - 5658
[4] DIN LB, 1991, J CHEM SOC P1, P781
[5] SYNTHESIS AND SYNTHETIC UTILITY OF HALOLACTONES
DOWLE, MD
DAVIES, DI
[J]. CHEMICAL SOCIETY REVIEWS, 1979, 8 (02) : 171 - 197
[6] An approach to enantioselective 5-endo halo-lactonization reactions
Garnier, Jean Marc
Robin, Sylvie
Rousseau, Gerard
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (20) : 3281 - 3291
[7] The first reagent-controlled asymmetric halolactonizations. Dihydroquinidine-halogen complexes as chiral sources of positive halogen ion
Grossman, RB
Trupp, RJ
[J]. CANADIAN JOURNAL OF CHEMISTRY, 1998, 76 (09) : 1233 - 1237
[8] Iodine monochloride-amine complexes: An experimental and computational approach to new chiral electrophiles
Haas, J
Bissmire, S
Wirth, T
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (19) : 5777 - 5785
[9] Reagent-controlled stereoselective iodolactonizations
Haas, J
Piguel, S
Wirth, T
[J]. ORGANIC LETTERS, 2002, 4 (02) : 297 - 300
[10] A NOVEL-APPROACH TO THE 5A-ARYLDECAHYDRO-2-BENZAZEPINE SKELETON
HANDA, S
JONES, K
NEWTON, CG
[J]. TETRAHEDRON LETTERS, 1988, 29 (31) : 3841 - 3844

← 1 2 3 4 →