Synthesis of a novel crown ether derived from chiro-inositol and its catalytic activity on the asymmetric Michael addition

被引：92

作者：

Akiyama, T

Hara, M

Fuchibe, K

Sakamoto, S

Yamaguchi, K

机构：

[1] Gakushuin Univ, Dept Chem, Toshima Ku, Tokyo 1718588, Japan

[2] Chiba Univ, Ctr Chem Anal, Inage Ku, Chiba 2638522, Japan

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 14期

关键词：

D O I：

10.1039/b304649d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel 18-membered chiral crown ether was prepared in four steps starting from L-quebrachitol, a chiro-inositol, and its catalytic activity in the Michael addition reaction of glycine imine with several Michael acceptors was studied.

引用

页码：1734 / 1735

页数：2

共 25 条

[1] STEREODIVERGENT DIELS-ALDER REACTIONS EMPLOYING CYCLITOLS AS CHIRAL AUXILIARIES
AKIYAMA, T
HORIGUCHI, N
IDA, T
OZAKI, S
[J]. CHEMISTRY LETTERS, 1995, (11) : 975 - 976
[2] CHIRAL SYNTHESIS OF D-MYO-INOSITOL 1-PHOSPHATE STARTING FROM L-QUEBRACHITOL
AKIYAMA, T
TAKECHI, N
OZAKI, S
[J]. TETRAHEDRON LETTERS, 1990, 31 (10) : 1433 - 1434
[3] DIASTEREOSELECTIVE REDUCTION OF ALPHA-KETO ESTERS BEARING CHIRO-INOSITOL DERIVATIVES AS CHIRAL AUXILIARIES
AKIYAMA, T
NISHIMOTO, H
OZAKI, S
[J]. TETRAHEDRON LETTERS, 1991, 32 (10) : 1335 - 1338
[4] AKIYAMA T, 1991, SYNLETT, P831
[5] A CHIRAL SYNTHESIS OF D-MYO-INOSITOL 1-PHOSPHATE STARTING FROM L-QUEBRACHITOL
AKIYAMA, T
TAKECHI, N
OZAKI, S
SHIOTA, K
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1992, 65 (02) : 366 - 372
[6] STEREODIVERGENT SYNTHESIS OF OPTICALLY-ACTIVE ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE REDUCTION OF ALPHA-KETO ESTERS DERIVED FROM L-QUEBRACHITOL
AKIYAMA, T
NISHIMOTO, H
KUWATA, T
OZAKI, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1994, 67 (01) : 180 - 188
[7] SYNTHESIS OF (-)-CONDURITOL F, (+)-CONDURITOL-B, CYCLOPHELLITOL FROM L-QUEBRACHITOL
AKIYAMA, T
SHIMA, H
OHNARI, M
OKAZAKI, T
OZAKI, S
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1993, 66 (12) : 3760 - 3767
[8] AKIYAMA T, 1994, SYNLETT, P275
[9] THE PREPARATION OF OPTICALLY-ACTIVE DELTA-2-ISOXAZOLINES VIA ADDITION OF NITRILE OXIDES TO CHIRAL ACRYLOYL ESTERS BEARING CYCLITOLS AS AUXILIARIES
AKIYAMA, T
OKADA, K
OZAKI, S
[J]. TETRAHEDRON LETTERS, 1992, 33 (39) : 5763 - 5766
[10] A CONCISE SYNTHESIS OF (-)-CONDURITOL-F FROM L-QUEBRACHITOL VIA ALCL3-NORMAL-BU4NI MEDIATED DEMETHYLATION
AKIYAMA, T
SHIMA, H
OZAKI, S
[J]. TETRAHEDRON LETTERS, 1991, 32 (40) : 5593 - 5596

← 1 2 3 →