ALLYLIC STEREOCENTER DIRECTED ASYMMETRIC CONJUGATE ADDITION - ENANTIOSELECTIVE SYNTHESIS OF 3-ALKYLSUCCINALDEHYDIC ACID METHYL-ESTERS

被引:27
作者
BERNARDI, A
CARDANI, S
POLI, G
SCOLASTICO, C
机构
[1] UNIV MILAN,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY
[2] UNIV MILAN,CNR,CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY
关键词
D O I
10.1021/jo00375a064
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:5041 / 5043
页数:3
相关论文
共 50 条
  • [31] Direct Asymmetric Synthesis of β-Bis-Aryl-α-Amino Acid Esters via Enantioselective Copper-Catalyzed Addition of p-Quinone Methides
    He, Fu-Sheng
    Jin, Jing-Hai
    Yang, Zhong-Tao
    Yu, Xingxin
    Fossey, John S.
    Deng, Wei-Ping
    ACS CATALYSIS, 2016, 6 (02): : 652 - 656
  • [32] A Tandem Conjugate Addition/Cyclization Protocol for the Asymmetric Synthesis of 2-Aryl-4-aminotetrahydroquinoline-3-carboxylic Acid Derivatives
    Davies, Stephen G.
    Mujtaba, Nadeam
    Roberts, Paul M.
    Smith, Andrew D.
    Thomson, James E.
    ORGANIC LETTERS, 2009, 11 (09) : 1959 - 1962
  • [33] SYNTHESES OF TRITIUM-LABELED AMINO-ACIDS AND PEPTIDES .3. SYNTHESIS OF AMINO-ACID METHYL-ESTERS CONTAINING TRITIUM IN ESTER METHYL-GROUP
    KOLODZIEJCZYK, A
    ARENDT, A
    POLISH JOURNAL OF CHEMISTRY, 1978, 52 (04) : 863 - 866
  • [34] Enantioselective Flow Synthesis of Rolipram Enabled by a Telescoped Asymmetric Conjugate Addition-Oxidative Aldehyde Esterification Sequence Using in Situ-Generated Persulfuric Acid as Oxidant
    Nagy, Bence S.
    Llanes, Patricia
    Pericas, Miquel A.
    Kappe, C. Oliver
    Otvos, Sandor B.
    ORGANIC LETTERS, 2022, 24 (04) : 1066 - 1071
  • [35] Synthesis of 3-substituted 1,5-aldehyde esters via an organocatalytic highly enantioselective conjugate addition of new carbonylmethyl 2-pyridinylsulfone to enals
    Deng, Jing
    Wang, Fei
    Yan, Wenzhong
    Zhu, Jin
    Jiang, Hualiang
    Wang, Wei
    Li, Jian
    CHEMICAL COMMUNICATIONS, 2012, 48 (01) : 148 - 150
  • [36] ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES .22. ENANTIOSELECTIVE SYNTHESIS OF ALPHA-ALKENYL GLYCINE METHYL-ESTERS AND ALPHA-ALKENYL GLYCINES (BETA,GAMMA-UNSATURATED AMINO-ACIDS)
    SCHOLLKOPF, U
    NOZULAK, J
    GROTH, U
    TETRAHEDRON, 1984, 40 (08) : 1409 - 1417
  • [37] Cu(i)-Catalyzed asymmetric intramolecular addition of aryl pinacolboronic esters to unactivated ketones: enantioselective synthesis of 2,3-dihydrobenzofuran-3-ol derivatives
    Ni, Chunjie
    Gao, Jihui
    Fang, Xianjie
    CHEMICAL COMMUNICATIONS, 2020, 56 (17) : 2654 - 2657
  • [38] Asymmetric nucleophilic α-amino-acylation with metalated chiral amino nitriles:: enantioselective synthesis of 3-substituted 5-amino-4-oxo-esters via asymmetric Michael addition
    Enders, D
    Shilvock, JP
    Raabe, G
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (12): : 1617 - 1619
  • [39] ASYMMETRIC SYNTHESES VIA HETEROCYCLIC INTERMEDIATES .42. ASYMMETRIC SYNTHESES OF DIASTEREOMERICALLY AND ENANTIOMERICALLY PURE (2R,3S)-THREO-3-ARYLSERINE METHYL-ESTERS BY THE BISLACTIM ETHER METHOD ASYMMETRIC-SYNTHESIS OF CHLORAMPHENICOL
    SCHOLLKOPF, U
    BEULSHAUSEN, T
    LIEBIGS ANNALEN DER CHEMIE, 1989, (03): : 223 - 225
  • [40] Asymmetric synthesis of 4,5,6- and 3,4,5,6-substituted azepanes by a highly diastereoselective and enantioselective lithiation-conjugate addition sequence
    Lee, Suk Joong
    Beak, Peter
    Journal of the American Chemical Society, 2006, 128 (07): : 2178 - 2179