2024-03-29T14:13:00Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/38932022-12-20T11:48:42Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
Enantioselective Synthesis of Cyclopentadienes by Gold(I)- Catalyzed Cyclization of 1,3-Dien-5-ynes
Sanjuán Cortázar, Ana María
García García, Patricia
Fernández Rodríguez, Manuel A.
Sanz Díez, Roberto
cycloisomerization
cyclopentadienes
Diels–Alder reaction
dienynes
gold
Química orgánica
Chemistry, Organic
An asymmetric synthesis of elusive chiral cyclopentadienes has been developed by gold(I)-catalyzed alkoxycyclization of 1,3-dien-5-ynes. The application of these substrates in completely diastereoselective Diels–Alder cycloaddition reactions, which can be carried out in one pot from achiral 1,3-dien-5-ynes, allows the preparation of highly functionalized products bearing five stereogenic centers with high enantiomeric excesses
Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) and Junta de Castilla y Leon (BU021A09 and GR-172) for financial support. A. M. S. thanks Junta de Castilla y Leon (Consejeria de Educacion) and Fondo Social Europeo for a PIRTU contract. P. G.-G. and M. A. F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contracts
This is the peer reviewed version of the following article: Sanjuán, A. M., García-García, P., Fernández-Rodríguez, M. A. and Sanz, R. (2013), Enantioselective Synthesis of Cyclopentadienes by Gold(I)- Catalyzed Cyclization of 1,3-Dien-5-ynes. Adv. Synth. Catal., 355: 1955–1962. doi: 10.1002/adsc.201300448, which has been published in final form at 10.1002/adsc.201300448. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving
2015-12-10T10:56:51Z
2015-12-10T10:56:51Z
2013-07
info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
1615-4150
http://hdl.handle.net/10259/3893
10.1002/adsc.201300448
eng
Advanced Synthesis & Catalysis. 2013, V. 355, n. 10, p. 1955–1962
http://dx.doi.org/10.1002/adsc.201300448
info:eu-repo/grantAgreement/MICINN/CTQ2010-15358
info:eu-repo/grantAgreement/MICINN/CTQ2009-09949/BQU
info:eu-repo/grantAgreement/JCyL/BU021A09
info:eu-repo/grantAgreement/JCyL/GR-172
info:eu-repo/semantics/openAccess
application/pdf
Wiley-VCH Verlag
https://riubu.ubu.es/bitstream/10259/3893/4/Sanju%c3%a1n-ASC_2013.pdf.jpg
Hispana
TEXT
http://rightsstatements.org/vocab/CNE/1.0/
RIUBU. Repositorio Institucional de la Universidad de Burgos
http://hdl.handle.net/10259/3893