Metathesis Reactions of Carbohydrates: Recent Highlights in Alkyne Metathesis

被引:26
作者
Cristobal Lopez, J. [1 ]
Plumet, Joaqun [2 ]
机构
[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
[2] Univ Complutense, Fac Quim, Dept Quim Organ, E-28040 Madrid, Spain
关键词
Alkynes; Alkenes; Metathesis; Carbohydrates; Glycoconjugates; RING-CLOSING METATHESIS; DIVERSITY-ORIENTED SYNTHESIS; LOCKED NUCLEIC-ACID; DIELS-ALDER CYCLOADDITIONS; FUSED POLYCYCLIC ETHERS; CONCISE TOTAL-SYNTHESIS; FORMAL TOTAL-SYNTHESIS; PI-FACIAL SELECTIVITY; IN-SITU ACTIVATION; OLEFIN METATHESIS;
D O I
10.1002/ejoc.201001518
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Metathesis processes play a prominent role in the development of useful synthetic transformations because of their mildness and tolerance of functional groups. On the other hand, carbohydrates have gained well-deserved importance in the study of biological processes. This review summarizes a decade of research in the application of alkyne metathesis (AM) reactions in some of its variants to carbohydrates and carbohydrate-related compounds.
引用
收藏
页码:1803 / 1825
页数:23
相关论文
共 342 条
[1]   Analogues of a locked nucleic acid with three-carbon 2′,4′-linkages:: Synthesis by ring-closing metathesis and influence on nucleic acid duplex stability and structure [J].
Albaek, Nanna ;
Petersen, Michael ;
Nielsen, Poul .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (20) :7731-7740
[2]   Grubbs' Ruthenium-Carbenes Beyond the Metathesis Reaction: Less Conventional Non-Metathetic Utility [J].
Alcaide, Benito ;
Almendros, Pedro ;
Luna, Amparo .
CHEMICAL REVIEWS, 2009, 109 (08) :3817-3858
[3]   Metathesis Reactions of Carbohydrates: Recent Highlights in Cross-Metathesis [J].
Aljarilla, Ana ;
Cristobal Lopez, J. ;
Plumet, Joaquin .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (32) :6123-6143
[4]   TANDEM METATHESIS REACTIONS CASCADE RING-OPENINIG METATHESIS (ROM)-RING-CLOSING METATHESIS (RCM)-CROSS METATHESIS DIMERIZATION (CMD) IN 7-OXABICICLO[2.2.1]-HEPT-5-ENE (7-OXANORBORNENE) DERIVATIVES [J].
Aljarilla, Ana ;
Plumet, Joaquin .
HETEROCYCLES, 2009, 77 (02) :1333-1340
[5]   A Convenient Approach to Polycyclic Derivatives with a cis-Fused 2,6-Dioxabicyclo[4.3.0]nonane System by the Sequence Ring-Opening/Intramolecular Ring-Closing Enyne Metathesis/Diels-Alder Reaction [J].
Aljarilla, Ana ;
Murcia, Maria C. ;
Csaky, Aurelio G. ;
Plumet, Joaquin .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (06) :822-832
[6]  
Allison RR, 2010, FUTURE ONCOL, V6, P929, DOI [10.2217/fon.10.51, 10.2217/FON.10.51]
[7]  
[Anonymous], 2003, ANGEW CHE
[8]  
[Anonymous], 2004, ANGEW CHEM
[9]  
[Anonymous], 2000, ANGEW CHEM
[10]   Regioselective domino metathesis of 7-oxanorbornene derivatives as a new stereoselective entry into 2,6-dioxabicyclo[4.3.0]nonenes [J].
Arjona, O ;
Csáky, AG ;
Murcia, MC ;
Plumet, J .
TETRAHEDRON LETTERS, 2000, 41 (50) :9777-9779