ASYMMETRIC-SYNTHESIS OF THE ANTICOCCIDIAL ANTIBIOTIC DIOLMYCIN-A1 - DETERMINATION OF ABSOLUTE STEREOCHEMISTRY

被引：11
|
作者：
SUNAZUKA, T
TABATA, N
NAGAMITSU, T
TOMODA, H
OMURA, S
SMITH, AB
机构：
[1] KITASATO INST,BIOL FUNCT RES CTR,MINATO KU,TOKYO 108,JAPAN
[2] MONELL CHEM SENSES CTR,DEPT CHEM,PHILADELPHIA,PA 19104
[3] UNIV PENN,RES STRUCT MATTER LAB,PHILADELPHIA,PA 19104
来源：
TETRAHEDRON LETTERS | 1993年 / 34卷 / 42期
关键词：
D O I：
10.1016/S0040-4039(00)61668-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An asymmetric total synthesis of diolmycin A1 (1), a recently discovered anticoccidial antibiotic, has been achieved in six steps from 2-(4-hydroxyphenyl)ethanol. The natural product comprises an unusual ca. 4:1 mixture of enantiomers; the synthesis defined the (11R,12S) absolute configuration of the predominant (-) antipode.
引用
收藏
页码：6659 / 6660
页数：2
相关论文
共 50 条
  • [41] THE FIRST SYNTHESIS AND DETERMINATION OF ABSOLUTE STEREOCHEMISTRY OF CLONOSTACHYDIOL .2.
    RAO, AVR
    MURTHY, VS
    SHARMA, GVM
    TETRAHEDRON LETTERS, 1995, 36 (01) : 143 - 146
  • [42] Total synthesis of (-)-stellettamide B and determination of its absolute stereochemistry
    Yamazaki, N
    Dokoshi, W
    Kibayashi, C
    ORGANIC LETTERS, 2001, 3 (02) : 193 - 196
  • [43] Total synthesis of (-)-bitungolide F and determination of its absolute stereochemistry
    Ghosh, Subhash
    Kumar, Soma Uday
    Shashidhar, J.
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (04): : 1582 - 1585
  • [44] TOTAL SYNTHESIS OF (+)-PAPUAMINE - DETERMINATION OF THE ABSOLUTE STEREOCHEMISTRY OF THE NATURAL PRODUCT
    BARRETT, AGM
    BOYS, ML
    BOEHM, TL
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (16) : 1881 - 1882
  • [45] Total synthesis of (-)-galbonolide B and the determination of its absolute stereochemistry
    Tse, B
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (30) : 7094 - 7100
  • [46] ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS AND THE CARBAPENEM ANTIBIOTIC (+)-PS-5
    HART, DJ
    LEE, CS
    PIRKLE, WH
    HYON, MH
    TSIPOURAS, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (19) : 6054 - 6056
  • [47] ASYMMETRIC-SYNTHESIS VIA HETEROCYCLIC INTERMEDIATES - ASYMMETRIC-SYNTHESIS OF (-)-(1S,2R)-ALLOCORONAMIC ACID
    MARCO, JL
    HETEROCYCLES, 1987, 26 (10) : 2579 - 2581
  • [48] SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF THE AMINOSUGAR MOIETY OF ANTIBIOTIC C-1027-CHROMOPHORE
    IIDA, K
    ISHII, T
    HIRAMA, M
    OTANI, T
    MINAMI, Y
    YOSHIDA, K
    TETRAHEDRON LETTERS, 1993, 34 (25) : 4079 - 4082
  • [49] ASYMMETRIC-SYNTHESIS AND ABSOLUTE-CONFIGURATION OF ISOMERIC 1-ALPHA-PHENYLETHYL-2,5-DIMETHYLPIPERIDONES-4
    GRISHINA, GV
    POTAPOV, VM
    ABDULGANEEVA, SA
    GUDASHEVA, TA
    KARAPETYAN, AA
    YESPENBETOV, AA
    STRUCHKOV, YT
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1986, (12): : 1641 - 1648
  • [50] ASYMMETRIC-SYNTHESIS OF N-ACETYL-1-PHENYLETHYLAMINE
    DAVIES, SG
    NEWTON, RF
    WILLIAMS, JMJ
    TETRAHEDRON LETTERS, 1989, 30 (22) : 2967 - 2970
12345