Cobalt-Catalyzed Regioselective Hydroformylation of Allylic Alcohol Esters

被引:0
作者
Du, Zhenhao [1 ]
Lu, Wenxin [2 ]
Chong, Qinglei [1 ]
Meng, Fanke [1 ,3 ,4 ]
机构
[1] Univ Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Yale Univ, Dept Chem, New Haven, CT 06520 USA
[3] Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Chem & Mat Sci, 1 Sublane Xiangshan, Hangzhou 310024, Peoples R China
[4] Beijing Natl Lab Mol Sci, Zhongguancun North First St, Beijing 100871, Peoples R China
来源
SYNTHESIS-STUTTGART | 2025年 / 57卷 / 16期
基金
中国国家自然科学基金;
关键词
hydroformylation; synthesis gas; cobalt; functionalized olefins; allyl alcohol derivatives; ALDEHYDES; CARBONYL; ALKENES; LIGANDS; METALS; REGIO;
D O I
10.1055/a-2515-0227
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aliphatic aldehydes are important building blocks in organ-ic synthesis due to their high reactivity and versatility. Herein, we reporta simple, mild and efficient method for the hydroformylation of allyl al-cohol esters under cobalt catalysis. This procedure offers good func-tional group tolerance, moderate to good product yields and exclusivechemo- and regioselectivity, making it an attractive method to preparealdehydes with linear selectivity.
引用
收藏
页码:2434 / 2443
页数:10
相关论文
共 42 条
[1]   From alkenes to alcohols by cobalt-catalyzed hydroformylation-reduction [J].
Achonduh, George ;
Yang, Qian ;
Alper, Howard .
TETRAHEDRON, 2015, 71 (08) :1241-1246
[2]   High chemo and regioselective formation of alcohols from the hydrocarbonylation of alkenes using cooperative ligand effects [J].
Boogaerts, Ine I. F. ;
White, Daniel F. S. ;
Cole-Hamilton, David J. .
CHEMICAL COMMUNICATIONS, 2010, 46 (13) :2194-2196
[3]  
Borner A., 2016, HYDROFORMYLATION FUN
[4]   Recent Developments in the Scope, Practicality, and Mechanistic Understanding of Enantioselective Hydroformylation [J].
Brezny, Anna C. ;
Landis, Clark R. .
ACCOUNTS OF CHEMICAL RESEARCH, 2018, 51 (09) :2344-2354
[5]   Bicyclic phosphines as ligands for cobalt-catalysed hydroformylation [J].
Crause, C ;
Bennie, L ;
Damoense, L ;
Dwyer, CL ;
Grove, C ;
Grimmer, N ;
van Rensburg, WJ ;
Kirk, MM ;
Mokheseng, KM ;
Otto, S ;
Steynberg, PJ .
DALTON TRANSACTIONS, 2003, (10) :2036-2042
[6]   Cobalt-catalysed hydroformylation of epoxides in the presence of phosphine oxides [J].
Delolo, Fabio G. ;
Kubis, Christoph ;
Zhang, Baoxin ;
Neumann, Helfried ;
dos Santos, Eduardo N. ;
Gusevskaya, Elena V. ;
Beller, Matthias .
CATALYSIS SCIENCE & TECHNOLOGY, 2024, 14 (06) :1524-1533
[7]   Cobalt-Catalyzed Hydroformylation under Mild Conditions in the Presence of Phosphine Oxides [J].
Delolo, Fabio G. ;
Yang, Ji ;
Neumann, Helfried ;
dos Santos, Eduardo N. ;
Gusevskaya, Elena, V ;
Beller, Matthias .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2021, 9 (14) :5148-5154
[8]  
Evans D., 1968, J CHEM SOC A, V3133
[9]   Applied Hydroformylation [J].
Franke, Robert ;
Selent, Detlef ;
Boerner, Armin .
CHEMICAL REVIEWS, 2012, 112 (11) :5675-5732
[10]   Cobalt-Catalyzed Hydroformylation of Alkenes: Generation and Recycling of the Carbonyl Species, and Catalytic Cycle [J].
Hebrard, Frederic ;
Kalck, Philippe .
CHEMICAL REVIEWS, 2009, 109 (09) :4272-4282