Total syntheses of (-)-polyoxin J and (-)-polyoxin L

被引：20

作者：

Akita, H ^{[1
]}

Uchida, K ^{[1
]}

Kato, K ^{[1
]}

机构：

[1] Toho Univ, Sch Pharmaceut Sci, Funabashi, Chiba 274, Japan

来源：

HETEROCYCLES | 1998年 / 47卷 / 01期

关键词：

D O I：

10.3987/COM-97-S(N)59

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of the N-protected L-carbamoyl-polyoxamic acid derivative (7) from 4-O-tert-butyldiphenylsilyl-2,3-isopropylidene-L-threose (8) using vinylmagnesium bromide and its application to the total syntheses of the peptidyl nucleoside antibiotics, polyoxins J (1) and L (2), are described.

引用

页码：157 / 161

页数：5

共 23 条

[1] AKITA H, 1997, IN PRESS HETEROCYCLE, V44
[2] CHEREST M, 1968, TETRAHEDRON LETT, P2199
[3] TOTAL SYNTHESIS OF (+)-POLYOXIN-J STARTING FROM MYOINOSITOL
CHIDA, N
KOIZUMI, K
KITADA, Y
YOKOYAMA, C
OGAWA, S
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (01) : 111 - 113
[4] STEREOCONTROL BY DIETHYLALUMINUM CHLORIDE IN THE ADDITION OF 2-LITHIOFURAN AND N-METHYL-2-LITHIOIMIDAZOLE TO ALPHA-ALKOXY NITRONES - TOTAL SYNTHESIS OF 5-O-CARBAMOYLPOLYOXAMIC ACID
DONDONI, A
FRANCO, S
MERCHAN, FL
MERINO, P
TEJERO, T
[J]. TETRAHEDRON LETTERS, 1993, 34 (34) : 5479 - 5482
[5] TOTAL SYNTHESIS OF (+)-POLYOXIN-J
DONDONI, A
JUNQUERA, F
MERCHAN, FL
MERINO, P
TEJERO, T
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (20) : 2127 - 2128
[6] DUREAULT A, 1991, SYNTHESIS-STUTTGART, P150
[7] AN ASYMMETRIC-SYNTHESIS OF 5-O-CARBAMOYLPOLYOXAMIC ACID FROM D-SERINE
GARNER, P
PARK, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (13) : 2979 - 2984
[8] ISOLATION AND CHARACTERIZATION OF POLYOXINS J, K AND L NEW COMPONENTS OF POLYOXIN COMPLEX
ISONO, K
KOBINATA, K
SUZUKI, S
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1968, 32 (06): : 792 - &
[9] POLYOXINS - PYRIMIDINE NUCLEOSIDE PEPTIDE ANTIBIOTICS INHIBITING FUNGAL CELL-WALL BIOSYNTHESIS
ISONO, K
SUZUKI, S
[J]. HETEROCYCLES, 1979, 13 : 333 - 351
[10] STUDIES ON POLYOXINS, ANTIFUNGAL ANTIBIOTICS .13. STRUCTURE OF POLYOXINS
ISONO, K
ASAHI, K
SUZUKI, S
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (26) : 7490 - +

← 1 2 3 →