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Organocatalytic Enantioselective Tandem Michael Addition and Cyclization Reaction of Trisubstituted 2‐Nitro‐1,3‐enynes with Cyclic 1,3‐Diketones
An enantioselective tandem Michael addition/cyclization reaction between trisubstituted 2‐nitro‐1,3‐enynes and cyclic 1,3‐diketones catalyzed by a chiral organosquaramide catalyst in the presence of Ag2CO3 was developed. The chiral functionalized chromene products could be obtained in good yield and...
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Published in: | Advanced synthesis & catalysis 2017-06, Vol.359 (11), p.1892-1900 |
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Main Authors: | , , , , , , |
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cited_by | cdi_FETCH-LOGICAL-c3545-f88774e43adc373a26cb604b2c4b7615bdf242324374a2790102de453e5fd7273 |
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cites | cdi_FETCH-LOGICAL-c3545-f88774e43adc373a26cb604b2c4b7615bdf242324374a2790102de453e5fd7273 |
container_end_page | 1900 |
container_issue | 11 |
container_start_page | 1892 |
container_title | Advanced synthesis & catalysis |
container_volume | 359 |
creator | Xing, Zi‐Min Song, Le‐Le Li, Feng‐Xing Xu, Nian‐Sheng Wang, Lu‐Feng Shi, Zi‐Fa Cao, Xiao‐Ping |
description | An enantioselective tandem Michael addition/cyclization reaction between trisubstituted 2‐nitro‐1,3‐enynes and cyclic 1,3‐diketones catalyzed by a chiral organosquaramide catalyst in the presence of Ag2CO3 was developed. The chiral functionalized chromene products could be obtained in good yield and in 80–99% enantiomeric excess. The structures and absolute configurations of some of the products were confirmed by X‐ray crystallographic analysis. |
doi_str_mv | 10.1002/adsc.201700085 |
format | article |
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subjects | Catalysts chromenes Crystallography cyclization Diketones enynes Michael addition organocatalysis |
title | Organocatalytic Enantioselective Tandem Michael Addition and Cyclization Reaction of Trisubstituted 2‐Nitro‐1,3‐enynes with Cyclic 1,3‐Diketones |
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