Catalytic asymmetric allylation of aldehydes via a chiral indium(III) complex

被引:66
|
作者
Teo, YC [1 ]
Tan, KT [1 ]
Loh, TP [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore
关键词
D O I
10.1039/b412736f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A chiral indium complex has been discovered to effect high enantioselectivities in the addition of allyltributyl stannanes to aldehydes. The allylation of a variety of aromatic, alpha,beta-unsaturated and aliphatic aldehydes resulted in good yields and high enantioselectivities ( 90 - 96% ee).
引用
收藏
页码:1318 / 1320
页数:3
相关论文
共 50 条
  • [21] ASYMMETRIC ALLYLATION OF ALDEHYDES WITH CHIRAL LEWIS-BASES
    DENMARK, SE
    COE, DM
    PRATT, NE
    GRIEDEL, BD
    JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (21): : 6161 - 6163
  • [22] Catalytic enantioselective Diels-Alder reaction via a chiral indium(III) complex
    Teo, YC
    Loh, TP
    ORGANIC LETTERS, 2005, 7 (13) : 2539 - 2541
  • [23] Catalytic enantioselective Mukaiyama aldol reaction via a chiral indium(III)-pybox complex
    Fu, Fan
    Teo, Yong-Chua
    Loh, Teck-Peng
    TETRAHEDRON LETTERS, 2006, 47 (25) : 4267 - 4269
  • [24] CHIRAL (ACYLOXY) BORANE CATALYZED ASYMMETRIC ALLYLATION OF ALDEHYDES
    FURUTA, K
    MOURI, M
    YAMAMOTO, H
    SYNLETT, 1991, (08) : 561 - 562
  • [25] A catalytic asymmetric allylation of aldehydes with allyl trichlorosilane activated by a chiral tetradentate bis-sulfoxide
    Massa, Antonio
    Acocella, Maria Rosaria
    De Sio, Vincenzo
    Villano, Rosaria
    Scettri, Arrigo
    TETRAHEDRON-ASYMMETRY, 2009, 20 (02) : 202 - 204
  • [26] Asymmetric Synthesis of Aminochromanes via Intramolecular Indium-Mediated Allylation of Chiral Hydrazones
    Samanta, Debasis
    Kargbo, Robert B.
    Cook, Gregory R.
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (18): : 7183 - 7186
  • [27] Practical approach for catalytic asymmetric allylation of aldehydes with a chiral bidentate titanium(IV) complex (vol 42, pg 1935, 2001)
    Kii, S
    Maruoka, K
    TETRAHEDRON LETTERS, 2002, 43 (02) : 345 - 345
  • [28] Catalytic asymmetric allylation of imines via chiral bis-π-allylpalladium complexes
    Nakamura, H
    Nakamura, K
    Yamamoto, Y
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (17) : 4242 - 4243
  • [29] Asymmetric allylation of aldehydes catalyzed by substoichiometric amounts of chiral phosphoramides
    Iseki, K
    Kuroki, Y
    Takahashi, M
    Kobayashi, Y
    TETRAHEDRON LETTERS, 1996, 37 (29) : 5149 - 5150
  • [30] Catalytic Photoredox Allylation of Aldehydes Promoted by a Cobalt Complex
    Gualandi, Andrea
    Rodeghiero, Giacomo
    Perciaccante, Rossana
    Jansen, Thomas Paul
    Moreno-Cabrerizo, Cristina
    Foucher, Charles
    Marchini, Marianna
    Ceroni, Paola
    Giorgio Cozzi, Pier
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (04) : 1105 - 1111