Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 6, Issue 3, Pages 720-734Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201000636
Keywords
amino acids; asymmetric synthesis; azlactones; organocatalysis; oxazolones
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Funding
- Ministry of Science and Innovation (MICINN) [AYA2009-13920-C02-02]
- ICREA Funding Source: Custom
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Oxazolones or azlactones are among the most-common starting materials for the synthesis of quaternary amino acids. Since the seminal works of Steglich and co-workers until the recent examples from Ooi and co-workers, azlactones have been the focus of intense research. Oxazolones are also widely used in organometallic chemistry; however, with the renaissance of organocatalysis, this reagent has emerged as an important starting material for a broad range of new organocatalytic asymmetric methodologies. In this Focus Review, we aim to cover all of these new organocatalytic methodologies. We begin by discussing the dynamic kinetic resolution reactions developed with azlactones. Then, we disclose the organocatalytic rearrangements. Finally, we focus on the use of oxazolones as nucleophiles in organocatalytic processes.
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