HIGHLY SELECTIVE ASYMMETRIC INTRAMOLECULAR SELENOCYCLISATION

被引：68

作者：

NISHIBAYASHI, Y

SRIVASTAVA, SK

TAKADA, H

FUKUZAWA, S

UEMURA, S

机构：

[1] KYOTO UNIV,GRAD SCH ENGN,DIV ENERGY & HYDROCARBON CHEM,SAKYO KU,KYOTO 60601,JAPAN

[2] CHUO UNIV,FAC SCI & ENGN,BUNKYO KU,TOKYO 112,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1995年 / 22期

关键词：

D O I：

10.1039/c39950002321

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Asymmetric intramolecular selenocyclisation of alkenoic acids, alkenols and olefinic urethanes using chiral ferrocenylselenenyl cations proceeds smoothly to give the corresponding lactones, cyclic ethers and nitrogen-heterocyclic compounds, respectively, in moderate yields with very high diastereoselectivities.

引用

页码：2321 / 2322

页数：2

共 13 条

[1] BARTLETT P, 1984, ASYMMETRIC SYNTHESIS, V3
[2] STEREOCONTROLLED CYCLOFUNCTIONALIZATIONS OF DOUBLE-BONDS THROUGH HETEROCYCLIC INTERMEDIATES
CARDILLO, G
ORENA, M
[J]. TETRAHEDRON, 1990, 46 (10) : 3321 - 3408
[3] ORGANIC TELLURIUM AND SELENIUM CHEMISTRY - REDUCTION OF TELLURIDES, SELENIDES, AND SELENOACETALS WITH TRIPHENYLTIN HYDRIDE
CLIVE, DLJ
CHITTATTU, GJ
FARINA, V
KIEL, WA
MENCHEN, SM
RUSSELL, CG
SINGH, A
WONG, CK
CURTIS, NJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (13) : 4438 - 4447
[4] ASYMMETRIC RING-CLOSURE REACTIONS MEDIATED BY A CHIRAL C-2 SYMMETRICAL ORGANOSELENIUM REAGENT
DEZIEL, R
MALENFANT, E
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (14) : 4660 - 4662
[5] A HIGHLY SELECTIVE ASYMMETRIC METHOXYSELENYLATION OF ALKENES WITH A CHIRAL FERROCENYLSELENIUM REAGENT
FUKUZAWA, S
KASUGAHARA, Y
UEMURA, S
[J]. TETRAHEDRON LETTERS, 1994, 35 (50) : 9403 - 9406
[6] HAFNER T, 1989, LIEBIGS ANN CHEM, P937
[7] ENANTIOSELECTIVE IODOCARBOCYCLIZATION OF 4-ALKENYLMALONATE DERIVATIVES USING A CHIRAL TITANIUM COMPLEX
INOUE, T
KITAGAWA, O
KURUMIZAWA, S
OCHIAI, O
TAGUCHI, T
[J]. TETRAHEDRON LETTERS, 1995, 36 (09) : 1479 - 1482
[8] 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
[9] N-PENTENYL GLYCOSIDES AS MEDIATORS IN THE ASYMMETRIC-SYNTHESIS OF MONOSUBSTITUTED CHIRAL NONRACEMIC TETRAHYDROFURANS AND GAMMA-LACTONES
LLERA, JM
LOPEZ, JC
FRASERREID, B
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (10) : 2997 - 2998
[10] NICOLAOU KC, 1987, ORGANOSELENIUM CHEM, P127

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