A HIGHLY STEREOSELECTIVE SYNTHESIS OF ALPHA-SUBSTITUTED CIS-ALPHA,BETA-DIBENZYL-GAMMA-BUTYROLACTONES

被引：11
|
作者：
MORITANI, Y
FUKUSHIMA, C
OGIKU, T
UKITA, T
MIYAGISHIMA, T
IWASAKI, T
机构：
[1] TANABE SEIYAKU CO LTD,DEPT SYNTHET CHEM,APPL BIOCHEM RES LAB,3-16-89 KASHIMA,YODOGAWA,OSAKA 532,JAPAN
[2] TANABE SEIYAKU CO LTD,DIV R&D LOGIST,TODA,SAITAMA 335,JAPAN
来源：
TETRAHEDRON LETTERS | 1993年 / 34卷 / 17期
关键词：
D O I：
10.1016/S0040-4039(00)73562-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Alpha-Substituted cis-alpha, beta-dibenzyl-gamma-butyrolactones (1) were synthesized in good yields in a highly diastereoselective manner via electrophilic additions to the metal enolates of beta, gamma-disubstituted alpha-benzyl-gamma-butyrolactones (2) as a key step.
引用
收藏
页码：2787 / 2790
页数：4
相关论文
共 50 条
  • [31] SYNTHESIS AND STUDY OF SOME ALPHA-SUBSTITUTED GAMMA-BUTYROLACTONE-ALPHA-CARBOXYLIC ACIDS
    ROZANOVA, TN
    STRUKOV, IT
    PHARMACEUTICAL CHEMISTRY JOURNAL-USSR, 1968, (03): : 134 - &
  • [32] SYNTHESIS OF AMINALS AND AMINALACETALS OF ALPHA-SUBSTITUTED BETA-DIMETHYLAMINOACROLEIN
    KRASNAYA, ZA
    STYTSENKO, TS
    BOGDANOV, VS
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (01): : 96 - 100
  • [33] A NOVEL STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED GAMMA-BUTYROLACTONES
    CARRETERO, JC
    ROJO, J
    TETRAHEDRON LETTERS, 1992, 33 (48) : 7407 - 7410
  • [34] A VERY SIMPLE SYNTHESIS OF ALPHA-SUBSTITUTED BETA-KETOAMIDES
    COSSY, J
    BELOTTI, D
    THELLEND, A
    PETE, JP
    SYNTHESIS-STUTTGART, 1988, (09): : 720 - 721
  • [35] Microbial reduction of alpha-substituted-alpha-acetyl-gamma-butyrolactones
    Ribeiro, Joyce B.
    Sousa, L. M. A.
    Fraga, C. A. M.
    Leite, Selma G. F.
    Ramos, M. C. K. V.
    de Aquino Neto, F. R.
    Aguiar, L. C. S.
    de Souza, Rodrigo O. M. A.
    Antunes, O. A. C.
    CATALYSIS COMMUNICATIONS, 2008, 9 (08) : 1782 - 1786
  • [36] ONE-STEP SYNTHESIS OF ALPHA-SUBSTITUTED ALPHA,BETA-UNSATURATED ALDEHYDES
    TAY, MK
    ABOUJAOUDE, EE
    COLLIGNON, N
    SAVIGNAC, P
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1987, 30 (3-4): : 841 - 841
  • [37] STEREOSELECTIVE SYNTHESIS OF METHOXY SUBSTITUTED 2,3-DIBENZYL-GAMMA-BUTYROLACTONES USING ORGANIC PHOSPHONATES AS INTERMEDIATES
    COMPAGNONE, RS
    SUAREZ, A
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1993, 75 (1-4): : 35 - 38
  • [38] SYNTHESIS AND REACTIVITY OF ENDOCYCLIC ALPHA,BETA-EPOXY-GAMMA-BUTYROLACTONES
    BOECKMAN, RK
    THOMAS, EW
    TETRAHEDRON LETTERS, 1976, (45) : 4045 - 4048
  • [39] SYNTHESIS OF ALPHA-SUBSTITUTED ALPHA-AMINOACIDS AND THEIR DERIVATIVES
    SHEMIAKIN, MM
    CHAMAN, ES
    DENISOVA, LI
    DOKLADY AKADEMII NAUK SSSR, 1956, 106 (04): : 675 - 678
  • [40] FACILE SYNTHESIS OF ALPHA-HYDROXYBUTENOLIDES AND ALPHA-KETO-BETA-ALLYL-GAMMA-BUTYROLACTONES
    SHIMIZU, I
    MARUYAMA, T
    HASEGAWA, H
    CHEMISTRY LETTERS, 1991, (08) : 1349 - 1350
12345