TY - JOUR
T1 - The Palladium-Catalyzed Intramolecular Alder-Ene Reactions of O- and N-Linked 1,6-Enynes Incorporating Triethylsilyl Capping Groups
AU - Nugent, Jeremy
AU - Matoušová, Eliška
AU - Banwell, Martin G.
AU - Willis, Anthony C.
N1 - Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/12/1
Y1 - 2017/12/1
N2 - A series of O- and N-linked 1,6-enynes (e.g., 11) have been prepared with each subjected to a palladium-catalyzed intramolecular Alder-ene (IMAE) reaction, thus producing the isomeric and cyclic 1,4-diene (e.g., 12). These processes proceed most effectively when a triethylsilyl group is attached to the alkyne moiety and so generating alkenylsilanes that can be manipulated in various useful ways, including via iododesilylation (to give, for example, iodoalkene 62).
AB - A series of O- and N-linked 1,6-enynes (e.g., 11) have been prepared with each subjected to a palladium-catalyzed intramolecular Alder-ene (IMAE) reaction, thus producing the isomeric and cyclic 1,4-diene (e.g., 12). These processes proceed most effectively when a triethylsilyl group is attached to the alkyne moiety and so generating alkenylsilanes that can be manipulated in various useful ways, including via iododesilylation (to give, for example, iodoalkene 62).
UR - http://www.scopus.com/inward/record.url?scp=85036620614&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.7b02355
DO - 10.1021/acs.joc.7b02355
M3 - Article
SN - 0022-3263
VL - 82
SP - 12569
EP - 12589
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 23
ER -