TY - JOUR
T1 - Asymmetric synthesis of multi-substituted triptycenes via enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione
AU - Shibata, Takanori
AU - Kamimura, Yuri
N1 - Funding Information:
This work was supported by ACT-C from JST (Japan) and Waseda University Grant for Special Research Projects (No. 2014B-286). We also thank Mr. Ryotaro Takayama (Waseda Univ.) for his assistance in the preliminary work.
Publisher Copyright:
© 2014 Elsevier Ltd. All rights reserved.
PY - 2015/1/15
Y1 - 2015/1/15
N2 - Enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione by alkynyllithium reagents prepared from alkynes, n-BuLi, and sparteine gave chiral cis-diols possessing two alkyne moieties with moderate ee. Subsequent Ru-catalyzed [2+2+2] cycloaddition of the diol with alkynes afforded chiral 1,5-dibromotriptycenes.
AB - Enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione by alkynyllithium reagents prepared from alkynes, n-BuLi, and sparteine gave chiral cis-diols possessing two alkyne moieties with moderate ee. Subsequent Ru-catalyzed [2+2+2] cycloaddition of the diol with alkynes afforded chiral 1,5-dibromotriptycenes.
UR - http://www.scopus.com/inward/record.url?scp=84920183743&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84920183743&partnerID=8YFLogxK
U2 - 10.1016/j.tetasy.2014.11.012
DO - 10.1016/j.tetasy.2014.11.012
M3 - Article
AN - SCOPUS:84920183743
SN - 0957-4166
VL - 26
SP - 41
EP - 45
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 1
ER -