Asymmetric synthesis of 4,5-disubstituted 3-hydroxy δ-lactones:: Prelactone B and prelactone V

被引:23
|
作者
Enders, D [1 ]
Haas, M [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
asymmetric synthesis; prelactone B; hydrazones; hydrogenation; Crabtree's catalyst;
D O I
10.1055/s-2003-42060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient asymmetric synthesis of delta-lactones such as prelactone B has been developed. As key steps, the SAMP/RAMP-hydrazone methodology for the synthesis of 2-methylenated 1,3-diols and a homogenous hydrogenation were used.
引用
收藏
页码:2182 / 2184
页数:3
相关论文
共 50 条
  • [41] Synthesis, structure, and biological activity of novel 4,5-disubstituted thiazolyl urea derivatives
    Ling, Shao
    Xin, Zhou
    Zhong, Jin
    Fang Jian-xin
    HETEROATOM CHEMISTRY, 2008, 19 (01) : 2 - 6
  • [42] Synthesis and biological evaluation of phenolic 4,5-dihydroisoxazoles and 3-hydroxy ketones as estrogen receptor α and β agonists
    Poutiainen, Pekka K.
    Venalainen, Tuomas A.
    Perakyla, Mikael
    Matilainen, Juha M.
    Vaisanen, Sami
    Honkakoski, Paavo
    Laatikainen, Reino
    Pulkkinen, Juha T.
    BIOORGANIC & MEDICINAL CHEMISTRY, 2010, 18 (10) : 3437 - 3447
  • [43] SYNTHESIS AND REACTIVITY OF 4,5-DISUBSTITUTED 3-CHLORO-1,2,4-TRIAZOLES AND THEIR METHYLSULFONYL ANALOGS
    SURENDRANATH, TG
    HUSAIN, S
    SRINIVASAN, VR
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1977, 15 (04): : 341 - 347
  • [44] Asymmetric synthesis of trans-4,5-disubstituted γ-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin
    Henrion, S.
    Mace, A.
    Vallejos, M. M.
    Roisnel, T.
    Carboni, B.
    Villalgordo, J. M.
    Carreaux, F.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (10) : 1672 - 1678
  • [45] Synthesis of 4,5-disubstituted-3-trihalomethylisothiazoles
    Zawistoski, Michael P.
    Decker, Shannon M.
    Griffith, David A.
    TETRAHEDRON LETTERS, 2009, 50 (52) : 7286 - 7287
  • [46] A REGIOSELECTIVE SYNTHESIS OF 4,5-DISUBSTITUTED AND 4,8-DISUBSTITUTED AZA-ANTHRAQUINONES BY THE DIELS-ALDER ROUTE
    CHIGR, M
    FILLION, H
    ROUGNY, A
    TETRAHEDRON LETTERS, 1988, 29 (46) : 5913 - 5916
  • [47] SYNTHESIS OF 4,5-DISUBSTITUTED 1H-1,3,4,5-TETRAHYDRO-BENZ[CD]INDOLE DERIVATIVES
    GALAMBOS, G
    CSOKASI, P
    SZANTAY, C
    CZIRA, G
    SZANTAY, C
    HETEROCYCLES, 1994, 38 (08) : 1727 - 1732
  • [48] SOLID-PHASE SYNTHESIS OF 4,5-DISUBSTITUTED 1,2,3-TRIAZOLES
    Chen Xi LI Wen Qiang HUANG Yu LU Bing Lin HE Institute of Polymer Chemistry
    Chinese Chemical Letters, 1991, (10) : 773 - 774
  • [49] One-Pot Van Leusen Synthesis of 4,5-Disubstituted Oxazoles in Ionic Liquids
    Wu, Bo
    Wen, Jun
    Zhang, Ji
    Li, Jing
    Xiang, Yong-Zhe
    Yu, Xiao-Qi
    SYNLETT, 2009, (03) : 500 - 504
  • [50] Synthesis of some new 2-(3-pyridyl)-4,5-disubstituted thiazoles as potent antimicrobial agents
    Bondock, Samir
    Naser, Tamer
    Ammar, Yousry A.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 : 270 - 279