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

[11] SYNTHESIS OF NONPEPTIDE SCAFFOLDING DOMAINS VIA A TOTALLY STEREOSELECTIVE IODOLACTONIZATION PROTOCOL
HAUSKE, JR
JULIN, SM
[J]. TETRAHEDRON LETTERS, 1993, 34 (31) : 4909 - 4912
[12] Enantioselective catalytic ring opening of epoxides with carboxylic acids
Jacobsen, EN
Kakiuchi, F
Konsler, RG
Larrow, JF
Tokunaga, M
[J]. TETRAHEDRON LETTERS, 1997, 38 (05) : 773 - 776
[13] Novel synthesis, cytotoxic evaluation, and structure-activity relationship studies of a series of α-alkylidene-γ-lactones and lactams
Janecki, T
Blaszczyk, E
Studzian, K
Janecka, A
Krajewska, U
Rózalski, M
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (10) : 3516 - 3521
[14] Highly Stereoselective lodolactonization of 4,5-Allenoic Acids-An Efficient Synthesis of 5-(1′-Iodo-1′(Z)-alkenyl)-4,5,dihydro-2(3H)-furanones (vol 14, pg 9656, 2008)
Jiang, X.
Fu, C.
Ma, S.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (06) : 1295 - 1295
[15] Pd-catalyzed asymmetric allylic alkylation of 2-substituted cycloalkenyl carbonates using a chiral diaminophosphine oxide:: (S,RP)-Ph-DIAPHOX
Jin, Long
Nemoto, Tetsuhiro
Nakamura, Hiroshi
Hamada, Yasumasa
[J]. TETRAHEDRON-ASYMMETRY, 2008, 19 (09) : 1106 - 1113
[16] First total synthesis of natural 6-epiplakortolide E
Jung, M
Ham, J
Song, J
[J]. ORGANIC LETTERS, 2002, 4 (16) : 2763 - 2765
[17] Enantioselective iodocyclization and mercuriocyclization of γ-hydroxy-cis-alkenes
Kang, SH
Kang, SY
Park, CM
Kwon, HY
Kim, M
[J]. PURE AND APPLIED CHEMISTRY, 2005, 77 (07) : 1269 - 1276
[18] Catalytic enantioselective lodocyclization of γ-hydroxy-cis-alkenes
Kang, SH
Lee, SB
Park, CM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (51) : 15748 - 15749
[19] Stereocontrolled total synthesis of pancratistatin
Kim, S
Ko, H
Kim, E
Kim, D
[J]. ORGANIC LETTERS, 2002, 4 (08) : 1343 - 1345
[20] ENANTIOSELECTIVE HALOCYCLIZATION REACTION USING A CHIRAL TITANIUM COMPLEX
KITAGAWA, O
HANANO, T
TANABE, K
SHIRO, M
TAGUCHI, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (14) : 1005 - 1007

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