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
来源：
SYNLETT | 2003年 / 14期
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
  • [21] Divergent asymmetric synthesis of 3,5-disubstituted piperidines
    Olofsson, Berit
    Bogar, Krisztian
    Fransson, Ann-Britt L.
    Backvall, Jan-E.
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (21): : 8256 - 8260
  • [22] Chiral 4,5-disubstituted oxazolidin-2-ones:: Stereoselective synthesis of β-hydroxy-α-amino acids
    Di Giovanni, MC
    Misiti, D
    Zappia, G
    Della Monache, G
    GAZZETTA CHIMICA ITALIANA, 1997, 127 (09): : 475 - 481
  • [23] Synthesis and Antitumor Activity of Novel 4,5-Disubstituted Triazole Derivatives
    Yuan, W. Y.
    Wen, Y. N.
    Liu, N. N.
    Wu, Q. P.
    PROCEEDINGS OF THE 2015 INTERNATIONAL CONFERENCE ON INDUSTRIAL TECHNOLOGY AND MANAGEMENT SCIENCE (ITMS 2015), 2015, 34 : 1105 - 1106
  • [24] CONVERGENT SYNTHESIS OF 4,5-DISUBSTITUTED CYCLOPENT-2-ENONES
    AKHREM, AA
    LAKHVICH, FA
    LISS, LG
    PAP, AA
    ZHELDAKOVA, TA
    DOKLADY AKADEMII NAUK SSSR, 1987, 294 (06): : 1381 - 1382
  • [25] CARBOXYLATE PROTECTION FOR THE SYNTHESIS OF 4,5-DISUBSTITUTED 1-METHYLIMIDAZOLES
    SHAPIRO, G
    GOMEZLOR, B
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (19): : 5524 - 5526
  • [26] Fully automated continuous flow synthesis of 4,5-disubstituted oxazoles
    Baumann, Marcus
    Baxendale, Ian R.
    Ley, Steven V.
    Smith, Christoper D.
    Tranmer, Geoffrey K.
    ORGANIC LETTERS, 2006, 8 (23) : 5231 - 5234
  • [27] Reaction of 3,5-disubstituted 4,5-dihydroisoxazoles with hexacarbonylmolybdenum
    Koroleva, EV
    Katok, YM
    Lakhvich, FA
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (07) : 1003 - 1008
  • [28] Reaction of 3,5-Disubstituted 4,5-Dihydroisoxazoles with Hexacarbonylmolybdenum
    E. V. Koroleva
    Ya. M. Katok
    F. A. Lakhvich
    Russian Journal of Organic Chemistry, 2004, 40 : 1003 - 1008
  • [29] SYNTHESIS OF 3,5-DISUBSTITUTED BUTENOLIDES - A SHORT PREPARATION OF VOLATILE STREPTOMYCES LACTONES
    BLACK, TH
    BROWN, GA
    SMITH, DC
    MARTINIE, SM
    SYNTHETIC COMMUNICATIONS, 1995, 25 (04) : 479 - 483
  • [30] Application of Wolff Rearrangement in the Synthesis of Enantiomerically Pure 4,5-Disubstituted Pyrrolidinones
    候益华
    吴鹏
    曲朝晖
    厦门大学学报(自然科学版), 1999, (S1) : 137 - 137
12345