Scalable Synthesis of a Chiral Selenium π-Acid Catalyst and Its Use in Enantioselective Iminolactonization of β,γ-Unsaturated Amides
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Chiral selenium π-acid catalysis has for a long time been lagging behind other areas of asymmetric catalysis due to a lack of highly enantioselective catalysts. In this regard, we recently developed the first chiral selenium π-acid catalyst which performs the oxidative cyclization of β,γ-unsaturated carboxylic acids with high enantioselectivities. We report herein our improved synthesis of this chiral selenium catalyst, which allows access to a large quantity of the catalyst as the diselenide. In addition, the catalyst is tested in the oxidative cyclization of N-methoxy β,γ-unsaturated amides to give iminolactones with high enantioselectivities.
2013 ◽
Vol 27
(5)
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pp. 277-282
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1993 ◽
Vol 115
(1)
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pp. 152-159
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2010 ◽
Vol 16
(18)
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pp. 5454-5460
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2019 ◽
Vol 23
(11)
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pp. 1168-1213
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1980 ◽
Vol 45
(6)
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pp. 1655-1661
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