Sm/HOAc/EtOH system-mediated reduction of Baylis-Hillman acetates

被引：6

作者：

Liu, Yunkui ^{[1
]}

Mao, Daffie ^{[1
]}

Xu, Danqian ^{[1
]}

Xu, Zhenyuan ^{[1
]}

Zhang, Yongmin ^{[2
]}

机构：

[1] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Peoples R China

[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2007年 / 37卷 / 22-24期

关键词：

Baylis-Hillman acetates; (2E)-2-methylalk-2-enoates; 2-methyl alkanoates; selective; Sm/HOAc/EtOH system;

D O I：

10.1080/00397910701577570

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selective formation of (2E)-2-methylalk-2-enoates or 2-methyl alkanoates could be achieved in moderate to good yields under mild conditions via Sm/HOAc/EtOH system-mediated reduction of Baylis-Hillman acetates depending on the amount of samariurn consumed in the reactions.

引用

页码：4389 / 4397

页数：9

共 50 条

[31] Facile synthesis of 5-Arylpent-4-enoates from the Baylis-Hillman acetates
Im, YJ
Kim, JM
Kim, JN
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2002, 23 (10) : 1361 - 1362
[32] Pd-Catalyzed Threefold Arylation of Baylis-Hillman Bromides and Acetates with Triarylbismuth Reagents
Rao, Maddali L. N.
Giri, Somnath
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (24) : 4580 - 4589
[33] A convenient synthesis of 2-methylenealkanoates and alkanenitriles from the acetates of the Baylis-Hillman adducts
Im, YJ
Kim, JM
Mun, JH
Kim, JN
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2001, 22 (04) : 349 - 350
[34] Baylis-Hillman acetates in carbocyclic synthesis: a convenient protocol for synthesis of densely substituted indenes
Basavaiah, Deevi
Reddy, Bhavanam Sekhara
Lingam, Harathi
TETRAHEDRON, 2013, 69 (08) : 1994 - 2003
[35] Synthesis of 4-arylidenecyclohexane-1,3-diones from the Baylis-Hillman acetates
Im, YJ
Lee, CG
Kim, HR
Kim, JN
TETRAHEDRON LETTERS, 2003, 44 (14) : 2987 - 2990
[36] DBU-mediated C-C bond formation between Baylis-Hillman acetates and active methylene compounds
Khom, Sonam Tashi
Saikia, Pranjit
Yadav, Nagendra Nath
INDIAN JOURNAL OF CHEMISTRY, 2025, 64 (02): : 225 - 231
[37] Preparation of substituted allyl acetates and sulfones from Baylis-Hillman adducts in ionic liquid media
Kabalka, GW
Venkataiah, B
Dong, G
TETRAHEDRON LETTERS, 2003, 44 (25) : 4673 - 4675
[38] Bismuth triflate-catalyzed rearrangement of acetates of the Baylis-Hillman adducts into (E)-trisubstituted alkenes
Ollevier, Thierry
Mwene-Mbeia, Topwe M.
TETRAHEDRON, 2008, 64 (22) : 5150 - 5155
[39] The N,N,N′,N′-tetramethylethylenediamine mediated Baylis-Hillman reaction
Zhao, SH
Chen, ZB
SYNTHETIC COMMUNICATIONS, 2005, 35 (01) : 121 - 127
[40] A highly active and selective catalyst system for the Baylis-Hillman reaction
You, JS
Xu, JH
Verkade, JG
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (41) : 5054 - 5056

← 1 2 3 4 5 →