Asymmetric hetero Diels-Alder reaction of homochiral thiabutadienes, 3-(arylmethylene)thiocamphors

被引:8
作者
Saito, T [1 ]
Nishimura, J
Akiba, D
Kusuoku, H
Kobayashi, K
机构
[1] Tokyo Univ Sci, Fac Sci, Dept Chem, Shinjuku Ku, Tokyo 1628601, Japan
[2] RIKEN, Inst Phys & Chem Res, Wako, Saitama 35101, Japan
关键词
asymmetric synthesis; Diels-Alder reactions; thiocarbonyl compounds; thiopyrans;
D O I
10.1016/S0040-4039(99)01746-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The highly diastereoselective hetero Diels-Alder reactions of homochiral camphor-derived thiabutadienes to afford novel, optically active bornene ring-fused dihydrothiopyrans are described. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8383 / 8386
页数:4
相关论文
共 24 条
  • [1] Aggarwal VK, 1998, SYNLETT, P329
  • [2] ELECTRIC-DIPOLE MOMENTS AND STRUCTURES OF VARIOUS THIOKETONES
    ANDRIEU, CG
    METZNER, P
    DEBRUYNE, D
    BERTIN, DM
    LUMBROSO, H
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 1977, 39 (02) : 263 - 274
  • [3] [Anonymous], ASYMMETRIC SYNTHESIS
  • [4] [Anonymous], SULFUR REPORTS
  • [5] THE CHIRAL POOL AS A SOURCE OF ENANTIOSELECTIVE CATALYSTS AND AUXILIARIES
    BLASER, HU
    [J]. CHEMICAL REVIEWS, 1992, 92 (05) : 935 - 952
  • [6] (+)-camphor-derived tri- and tetradentate amino alcohols; synthesis and application as ligands in the nickel catalyzed enantioselective conjugate addition of diethylzinc
    deVries, AHM
    Imbos, R
    Feringa, BL
    [J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (09) : 1467 - 1473
  • [7] CHIRAL ARYLMETHYLENE THIOKETONES - STRUCTURE OF 3-(ORTHO-METHOXYPHENYL)METHYLENE THIOCAMPHOR
    LAMAZOUERE, AM
    ELBATOUTI, N
    SOTIROPOULOS, J
    DUPONT, L
    GERMAIN, G
    [J]. ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 1995, 210 (08): : 597 - 601
  • [8] Asymmetric ylide reactions: Epoxidation, cyclopropanation, aziridination, olefination, and rearrangement
    Li, AH
    Dai, LX
    Aggarwal, VK
    [J]. CHEMICAL REVIEWS, 1997, 97 (06) : 2341 - 2372
  • [9] CAMPHOR - A CHIRAL STARTING MATERIAL IN NATURAL PRODUCT SYNTHESIS
    MONEY, T
    [J]. NATURAL PRODUCT REPORTS, 1985, 2 (03) : 253 - 289
  • [10] Morris DG, 1997, SYNTHESIS-STUTTGART, P620