Stereoselective Synthesis of Oxazolidin-2-ones via an Asymmetric Aldol/Curtius Reaction: Concise Total Synthesis of (−)-Cytoxazone
Keyword(s):
Herein, we are reporting an efficient approach toward the synthesis of 4,5-disubstituted oxazolidin-2-one scaffolds. The developed approach is based on a combination of an asymmetric aldol and a modified Curtius protocol, which uses an effective intramolecular ring closure to rapidly access a range of oxazolidin-2-one building blocks. This strategy also permits a straightforward and concise asymmetric total synthesis of (−)-cytoxazone. Consisting of three steps, this is one of the shortest syntheses reported to date. Ultimately, this convenient platform would provide a promising method for the early phases of drug discovery.
2003 ◽
Vol 75
(2-3)
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pp. 259-264
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2003 ◽
Vol 24
(11)
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pp. 1567-1568
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2007 ◽
Vol 79
(2)
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pp. 163-172
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1986 ◽
Vol 108
(13)
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pp. 3835-3837
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2009 ◽
Vol 15
(9)
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pp. 2050-2054
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