Highly enantioselective alpha-alkenylation of aldehydes and ketones

被引：0
|
作者：
Enders, D
Whitehouse, DL
机构：
来源：
SYNTHESIS-STUTTGART | 1996年 / 05期
关键词：
asymmetric synthesis; alpha-substituted beta; gamma-unsaturated carbonyl compounds; alpha-phenylselenyl aldehydes; aldol reaction; SAMP-hydrazones;
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 enantioselective synthesis of alpha-substituted beta,gamma-unsaturated aldehydes and ketones 6 via aldol reaction of SAMP-hydrazones (S)-2 with racemic alpha-phenylselenyl aldehydes 3 in good overall yields and high enantiomeric excesses (ee = 89-94 %) is described.
引用
收藏
页码：621 / &
页数：7
相关论文
共 50 条
  • [21] Enantioselective addition of a trifluoromethyl anion to aryl ketones and aldehydes
    Caron, S
    Do, NM
    Arpin, P
    Lariveé, A
    SYNTHESIS-STUTTGART, 2003, (11): : 1693 - 1698
  • [22] Enantioselective Alkenylation of Aldehydes with Protected Propargylic Alcohols in the Presence of a Crown Ether as an Additive
    Maliszewski, Benon
    Bauer, Tomasz
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (16) : 3689 - 3693
  • [23] Highly enantioselective catalytic reduction of ketones
    Adolfsson, H
    Bogevig, A
    Västilä, P
    Pastor, IM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U204 - U204
  • [24] Enantioselective Reductive Conjugate Alkenylation of α,β-Unsaturated Ketones and Amides via Nickel Catalysis
    Zhao, Mengxin
    Zhang, Luoqiang
    Zhou, Jianrong Steve
    ACS CATALYSIS, 2024, 14 (08) : 6228 - 6235
  • [25] Highly diastereo- and enantioselective direct aldol reactions of aldehydes and ketones catalyzed by siloxyproline in the presence of water
    Aratake, Seiji
    Itoh, Takahiko
    Okano, Tsubasa
    Nagae, Norio
    Sumiya, Tatsunobu
    Shoji, Mitsuru
    Hayashi, Yujiro
    CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (36) : 10246 - 10256
  • [26] Enantioselective nickel-catalyzed electrochemical reductive conjugate alkenylation of α,β-unsaturated ketones
    Somprasong, Siriphong
    Wan, Bin
    Harutyunyan, Syuzanna R.
    CHEMICAL SCIENCE, 2025, 16 (02) : 802 - 808
  • [27] A CATALYTIC ENANTIOSELECTIVE MICHAEL ADDITION OF A SIMPLE MALONATE TO PROCHIRAL ALPHA,BETA-UNSATURATED KETONES AND ALDEHYDES
    YAMAGUCHI, M
    SHIRAISHI, T
    HIRAMA, M
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (08): : 1176 - 1178
  • [28] ENANTIOSELECTIVE SYNTHESIS OF PROTECTED ALPHA-HYDROXY ALDEHYDES AND KETONES VIA HYDROXYLATION OF METALATED CHIRAL HYDRAZONES
    ENDERS, D
    BHUSHAN, V
    TETRAHEDRON LETTERS, 1988, 29 (20) : 2437 - 2440
  • [29] Regio- and enantioselective synthesis of alpha-silyl aldehydes and ketones via SAMP/RAMP hydrazones
    Enders, D
    Lohray, BB
    Burkamp, F
    Bhushan, V
    Hett, R
    LIEBIGS ANNALEN, 1996, (02): : 189 - 200
  • [30] ALPHA-ALKENYLATION, TERMINATION OF CASCADE CARBOPALLADATION, AND OTHER NOVEL ASPECTS OF PD-CATALYZED CROSS-COUPLING
    NEGISHI, E
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 209 : 4 - ORGN
12345