2024-03-28T11:31:34Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/1119512016-02-18T03:02:32Zcom_10261_33com_10261_5col_10261_286
00925njm 22002777a 4500
dc
Torre, María C. de la
author
Asenjo, María
author
Ramírez-López, Pedro
author
Sierra, Miguel A.
author
2015
Two different approaches to highly symmetric macrocycles by reversible Nicholas reactions have been developed. The first sequence uses a bis[Co2(CO)6] complex derived from a double propargylic alcohol supporting two natural product moieties. The reactions with BF3·OEt2 and different benzene dimethanols yielded either (1:1) or (2:2) adducts, depending essentially on the nature of the tether joining both Co clusters. Alternatively, the Nicholas reactions of Co-complexed propargyl alcohol templates with one steroid and one monoterpene fragment as well as one aromatic terminus containing an alcohol moiety yielded the corresponding macrocycles derived from self-dimerization. Both routes to macrocycles are complementary and efficiently produce sophisticated natural-product-containing structures.
European Journal of Organic Chemistry 2015: 1054-1067 (2015)
http://hdl.handle.net/10261/111951
10.1002/ejoc.201403541
Steroids
Cobalt
Dynamic covalent chemistry
Macrocycles
The reversible Nicholas reaction in the synthesis of highly symmetric natural-product-based macrocycles