![(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure](https://static.chemtradehub.com/structs/121/1217852-49-7-f252.webp "(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid structure")
(2S)-2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-(methylselanyl)butanoic acid
CAS Number:
1217852-49-7
Molecular Formula:
C20H21NO4Se
Organocatalytic enantioselective direct vinylogous Michael addition of γ-substituted deconjugate butenolides to azadienes
Literature Information
Publication Date
2019-05-22
DOI
10.1039/C9QO00597H
Impact Factor
5.281
Authors
Wei Lin, Xiao Lin, Yuyu Cheng, Xiaoyong Chang, San Zhou, Pengfei Li, Wenjun Li
View Original
Abstract
The diastereoselective and enantioselective direct vinylogous Michael addition of γ-substituted β,γ-unsaturated γ-lactones to 2-arylidene-N-tosylbenzofuran-3(2H)-imines has been achieved with the aid of a quinine-derived squaramide. The protocol features a low catalyst loading, mild reaction conditions, and enables the formation of butenolides bearing both benzofurans and adjacent quaternary and tertiary stereocenters in high to excellent yields with generally high enantioselectivities and perfect diastereoselectivities.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-phenylpropanoic acid
CAS Number:
1217663-60-9
Molecular Formula:
C24H21NO4
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