Ti/Pd-promoted intramolecular Michael-type addition of allylic carboxylates to activated alkenes

被引：17
|
作者：
Millan, Alba [1 ]
Martin-Lasanta, Ana [1 ]
Miguel, Delia [1 ]
Alvarez de Cienfuegos, Luis [1 ]
Cuerva, Juan M. [1 ]
机构：
[1] Univ Granada, Dept Quim Organ, Granada, Spain
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 37期
关键词：
HYDROGEN-ATOM TRANSFER; RADICAL CYCLIZATIONS; STRAIGHTFORWARD SYNTHESIS; TITANOCENE(III); CARBOCYCLES; TERPENOIDS; CHEMISTRY; EPOXIDES; ACID;
D O I：
10.1039/c1cc14573h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An interesting protocol for the synthesis of different vinyl substituted carbo- and heterocycles based on a new intramolecular Michael-type reaction using allylic carboxylates as pronucleophiles is reported. The success of the catalytic process is based on the excellent cooperation between the late transition metal (palladium) and the radical reagent (titanium).
引用
收藏
页码：10470 / 10472
页数：3
相关论文
共 24 条
  • [1] INTRAMOLECULAR MICHAEL-TYPE ADDITION IN THE SOLID-STATE
    GOUD, BS
    PANNEERSELVAM, K
    ZACHARIAS, DE
    DESIRAJU, GR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1995, (02): : 325 - 330
  • [2] "On-Water" Michael-Type Addition Reactions Promoted by PhSeZnCl
    Battistelli, Benedetta
    Lorenzo, Testaferri
    Tiecco, Marcello
    Santi, Claudio
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (10) : 1848 - 1851
  • [3] Organylzinc Chalcogenolate Promoted Michael-Type Addition of α,β-Unsaturated Carbonyl Compounds
    Nunes, Vanessa Loren
    de Oliveira, Ingryd Cristina
    do Rego Barros, Olga Soares
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (07) : 1525 - 1530
  • [4] Effects of substituents on activation parameter changes in the Michael-type reactions of nucleophilic addition to activated alkenes and alkynes in solution
    Vlasov, Vladislav M.
    MONATSHEFTE FUR CHEMIE, 2016, 147 (02): : 319 - 328
  • [5] Effects of substituents on activation parameter changes in the Michael-type reactions of nucleophilic addition to activated alkenes and alkynes in solution
    Vladislav M. Vlasov
    Monatshefte für Chemie - Chemical Monthly, 2016, 147 : 319 - 328
  • [6] MICHAEL-TYPE ADDITIONS OF 2-(DIETHOXYPHOSPHINYL) CYCLOHEXANONE TO ACTIVATED ALKENES AND ALKYNES
    RUDER, SM
    KULKARNI, VR
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (18) : 2119 - 2120
  • [7] An Efficient Synthesis of Alkyl Dithiocarbamates through Michael-type Addition of Tetraalkylthiuram Disulfides to Electrophilic Alkenes
    Hao, Shuai
    Ding, Songshuang
    Wu, Zhiyong
    Bi, Haoyang
    Bai, Feng
    Yang, Xinling
    Wang, Longfei
    Wang, Yiying
    Shen, Hongtao
    Zhao, Mingqin
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (10) : 2521 - 2524
  • [8] COMPARISON OF AN INTRAMOLECULAR MICHAEL-TYPE ADDITION WITH ITS INTERMOLECULAR COUNTERPART - AN ABINITIO THEORETICAL-STUDY
    BAYLY, CI
    GREIN, F
    CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1989, 67 (12): : 2173 - 2177
  • [9] Michael Addition of Amines to Activated Alkenes Promoted by Zn/NH4Cl System
    KOU Jing-ping1
    2.College of Chemistry and Chemical Engineering
    ChemicalResearchinChineseUniversities, 2009, 25 (04) : 461 - 464
  • [10] Michael Addition of Amines to Activated Alkenes Promoted by Zn/NH4Cl System
    Kou Jing-ping
    Lu Yu-juan
    Luo Xu-yang
    Li Ji-zhen
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2009, 25 (04) : 461 - 464
123