Copper-catalyzed highly enantioselective synthesis of cyclic allylic and homoallylic alcohols with dialkylzinc reagents

被引:0
|
作者
Pineschi, M [1 ]
Del Moro, F [1 ]
Crotti, P [1 ]
Di Bussolo, V [1 ]
Macchia, F [1 ]
机构
[1] Univ Pisa, Dipartimento Chim Bioorgan & Biofarm, I-56126 Pisa, Italy
来源
SYNTHESIS-STUTTGART | 2005年 / 02期
关键词
asymmetric catalysis; organozinc reagents; copper; kinetic resolution; desymmetrization;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper-phosphoramidite catalyzed addition of dialkylzinc reagents to racemic or meso allylic epoxides can be synthetically exploited in different ways, depending on the substrates and reaction conditions used.
引用
收藏
页码:334 / 337
页数:4
相关论文
共 50 条
  • [11] Highly enantioselective copper-phosphoramidite-catalyzed conjugate addition of dialkylzinc reagents to acyclic α,β-unsaturated imides
    Pineschi, M
    Del Moro, F
    Di Bussolo, V
    Macchia, F
    ADVANCED SYNTHESIS & CATALYSIS, 2006, 348 (03) : 301 - 304
  • [12] Switchable Synthesis of Z-Homoallylic Boronates and E-Allylic Boronates by Enantioselective Copper-Catalyzed 1,6-Boration
    Luo, Yunfei
    Wales, Steven M.
    Korkis, Stamatis E.
    Roy, Iain D.
    Lewis, William
    Lam, Hon Wai
    CHEMISTRY-A EUROPEAN JOURNAL, 2018, 24 (33) : 8315 - 8319
  • [13] Copper-Catalyzed Enantioselective Domino Arylation/Semipinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
    Wu, Hua
    Wang, Qian
    Zhu, Jieping
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (53) : 13037 - 13041
  • [14] Enantioselective Copper-Catalyzed Allylic Substitution Reaction with Aminohydroxyphosphine Ligand
    Yoshikai, Naohiko
    Miura, Kotaro
    Nakamura, Eiichi
    ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (7-8) : 1014 - 1018
  • [15] Copper-catalyzed Enantioselective Intramolecular Alkylboron Allylic Alkylation
    Hojoh, Kentaro
    Shido, Yoshinori
    Ohmiya, Hirohisa
    Sawamura, Masaya
    CHEMISTRY LETTERS, 2018, 47 (05) : 632 - 635
  • [16] Copper-Catalyzed Asymmetric Allylic Alkylation of -Keto Esters with Allylic Alcohols
    Trillo, Paz
    Baeza, Alejandro
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (10) : 1735 - 1741
  • [17] Copper-catalyzed enantioselective conjugate addition of Grignard reagents to α,β-unsaturated esters
    López, F
    Harutyunyan, SR
    Meetsma, A
    Minnaard, AJ
    Feringa, BL
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (18) : 2752 - 2756
  • [18] Enantioselective copper-catalyzed SN2′ substitution with Grignard reagents
    Alexakis, A
    Malan, C
    Lea, L
    Benhaim, C
    Fournioux, X
    SYNLETT, 2001, : 927 - 930
  • [19] Copper-Catalyzed Enantioselective Oxysulfenylation of Alkenols: Synthesis of Arylthiomethyl-Substituted Cyclic Ethers
    Burde, Ameya S.
    Chemler, Sherry R.
    ACS CATALYSIS, 2022, 12 (13) : 7559 - 7564
  • [20] Copper-Catalyzed Enantioselective Synthesis of β-Amino Alcohols Featuring Tetrasubstituted Tertiary Carbons
    Tian, Lan
    Gong, Liang
    Zhang, Xia
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (10) : 2055 - 2059