Enantioselective microbial oxidation of allyl alcohols

被引:0
|
作者
Matsumoto, Kazutsugu [1 ]
Kawabata, Yoichi [2 ]
Okada, Satoshi [2 ]
Takahashi, Jun [2 ]
Hashimoto, Key [1 ]
Nagai, Yuto [1 ]
Tatsuta, Junichi [1 ]
Hatanaka, Minoru [2 ]
机构
[1] Meisei Univ, Dept Chem, Tokyo 1918506, Japan
[2] Univ Fukui, Dept Appl Chem & Biotechnol, Fukui 9108507, Japan
关键词
D O I
10.1246/cl.2007.1428
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new route to the optically active allyl alcohols by microbial oxidation is disclosed. Yamadazyma farinosa IFO 10896, a yeast, efficiently catalyzes the enantioselective oxidation of allyl alcohols to afford the corresponding optically active alcohols as the remaining substrates. This reaction is applicable to both cyclic and acyclic compounds.
引用
收藏
页码:1428 / 1429
页数:2
相关论文
共 50 条
  • [41] ENANTIOSELECTIVE SYNTHESIS OF PROSTAGLANDIN AND SESQUITERPENE SYNTHONS VIA MICROBIAL OXIDATION OF TOLUENE
    HUDLICKY, T
    BARBIERI, G
    LUNA, H
    KWART, LD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1987, 193 : 28 - ORGN
  • [42] Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level using allyl acetate as an allyl metal surrogate
    Kim, In Su
    Ngai, Ming-Yu
    Krische, Michael J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (20) : 6340 - +
  • [43] CONNECTIVE SYNTHESIS OF ALLYL ALCOHOLS FROM ALLYL PHOSPHINE OXIDES
    ARNDT, RR
    WARREN, S
    TETRAHEDRON LETTERS, 1978, (42) : 4089 - 4092
  • [44] Enantioselective iridium-catalyzed carbonyl allylation from the alcohol or aldehyde oxidation level using allyl acetate as an allyl metal surrogate
    In, Su Kim
    Ngai, Ming-Yu
    Krische, Michael J.
    Journal of the American Chemical Society, 2008, 130 (20): : 6340 - 6341
  • [45] DIRECT SYNTHESIS OF ALLYL SULFIDES FROM ALLYL ALCOHOLS AND THIOLS
    TSAY, SC
    LIN, LC
    FURTH, PA
    SHUM, CC
    KING, DB
    YU, SF
    CHEN, BL
    HWU, JR
    SYNTHESIS-STUTTGART, 1993, (03): : 329 - 334
  • [46] PREPARATION OF ALLYL CHLORIDES FROM ALLYL ALCOHOLS WITHOUT REARRANGEMENT
    BENSIMON, Y
    UCCIANI, E
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1973, 276 (08): : 683 - 685
  • [47] Biocatalytic Enantioselective Oxidation of Sec-Allylic Alcohols with Flavin-Dependent Oxidases
    Gandomkar, Somayyeh
    Jost, Etta
    Loidolt, Doris
    Swoboda, Alexander
    Pickl, Mathias
    Elaily, Wael
    Daniel, Bastian
    Fraaije, Marco W.
    Macheroux, Peter
    Kroutil, Wolfgang
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (22) : 5264 - 5271
  • [48] An Engineered Cholesterol Oxidase Catalyses Enantioselective Oxidation of Non-steroidal Secondary Alcohols
    Heath, Rachel S.
    Sangster, Jack J.
    Turner, Nicholas J.
    CHEMBIOCHEM, 2022, 23 (07)
  • [49] STEREO-DIRECTED SYNTHESIS AND OXIDATION OF ORGANIC AND ORGANOSILICON GAMMA-SUBSTITUTED ALLYL ALCOHOLS
    NESTEROV, NI
    BELYAEV, NN
    STADNICHUK, MD
    PETROV, AA
    ZHURNAL OBSHCHEI KHIMII, 1977, 47 (06): : 1366 - 1371
  • [50] Activation of allyl alcohols as allyl cations, allyl anions, and amphiphilic allylic species by palladium
    Tamaru, Y
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (13) : 2647 - 2656