TY - JOUR
T1 - 3-Homoacyl coumarin
T2 - An all carbon 1,3-dipole for enantioselective concerted (3+2) cycloaddition
AU - Chen, Yi Ru
AU - Ganapuram, Madhusudhan Reddy
AU - Hsieh, Kai Hong
AU - Chen, Kai Han
AU - Karanam, Praneeth
AU - Vagh, Sandip Sambhaji
AU - Liou, Yan Cheng
AU - Lin, Wenwei
N1 - Funding Information:
The authors thank the Ministry of Science and Technology of the Republic of China (MOST 104-2113-M-003-002-MY3) for financial support.
Publisher Copyright:
© 2018 The Royal Society of Chemistry.
PY - 2018
Y1 - 2018
N2 - A new type of all-carbon 1,3-dipole precursor, 3-homoacylcoumarin, was employed for the stereoselective (3+2) cycloaddition with indandione alkylidenes to generate a series of coumarin/indandione-fused spirocyclopentanes bearing four contiguous stereogenic centers. While two reaction pathways progressed simultaneously, detailed mechanistic investigation revealed that the highly efficient stereoselective concerted route dominated the extremely slow stepwise pathway.
AB - A new type of all-carbon 1,3-dipole precursor, 3-homoacylcoumarin, was employed for the stereoselective (3+2) cycloaddition with indandione alkylidenes to generate a series of coumarin/indandione-fused spirocyclopentanes bearing four contiguous stereogenic centers. While two reaction pathways progressed simultaneously, detailed mechanistic investigation revealed that the highly efficient stereoselective concerted route dominated the extremely slow stepwise pathway.
UR - http://www.scopus.com/inward/record.url?scp=85056306826&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85056306826&partnerID=8YFLogxK
UR - http://pubs.rsc.org/en/Content/ArticleLanding/2018/CC/C8CC07271J
UR - http://www.mendeley.com/research/3homoacyl-coumarins-class-allcarbon-13dipole-precursor-enantioselective-concerted-32-cycloaddition-t
U2 - 10.1039/c8cc07271j
DO - 10.1039/c8cc07271j
M3 - Article
C2 - 30370907
AN - SCOPUS:85056306826
VL - 54
SP - 12702
EP - 12705
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
IS - 90
ER -