Synthesis 2016; 48(17): 2837-2844
DOI: 10.1055/s-0035-1561957
special topic
© Georg Thieme Verlag Stuttgart · New York

Reductive Cyclization of 1,6- and 1,7-Enynes Catalyzed by Iron Complexes

Tuo Xi
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China   eMail: luzhan@zju.edu.cn
,
Xu Chen
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China   eMail: luzhan@zju.edu.cn
,
Heyi Zhang
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China   eMail: luzhan@zju.edu.cn
,
Zhan Lu*
Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China   eMail: luzhan@zju.edu.cn
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Publikationsverlauf

Received: 31. Dezember 2015

Accepted after revision: 26. Februar 2016

Publikationsdatum:
12. April 2016 (online)


Abstract

Iron-catalyzed reductive cyclization of 1,6- and 1,7-enynes was demonstrated by using an oxazoline iminopyridine ligand. Alcohol, ketone, ester, ether, halide, amine, amide, imine, nitrile, silyl, and alkyne groups are tolerated under the mild reaction conditions. A speculative mechanism is proposed on the basis of deuteration studies. A primary enantioselective transformation was also conducted.

Supporting Information