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Advances in the Catalytic, Asymmetric Synthesis of β-Lactams
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Abstract
In this Account, we illustrate our contribution to the catalytic, asymmetric synthesis of β-lactams through a flexible [2 + 2] cycloaddition strategy. We also explore the scope of our methodology and comment on future directions.
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This article has been cited by 32 ACS Journal articles (5 most recent appear below).

Formal Diels–Alder Reactions of Chalcones and Formylcyclopropanes Catalyzed by Chiral N-Heterocyclic Carbenes
Hui Lv, Junming Mo, Xinqiang Fang, and Yonggui Robin ChiOrganic Letters2011 13 (19), 5366-5369Formal Diels–Alder Reactions of Chalcones and Formylcyclopropanes Catalyzed by Chiral N-Heterocyclic Carbenes
Hui Lv, Junming Mo, Xinqiang Fang, and Yonggui Robin ChiOrganic Letters2011 13 (19), 5366-5369Highly enantioselective (formal) hetero-Diels–Alder reactions between chalcones and formylcyclopropanes are disclosed. The challenging N-heterocyclic carbene (NHC)-bounded enolate intermediates from formylcyclopropanes were captured for new C–C bond ...

Kinetic Resolution of β-Lactams via Enantioselective N-Acylation
Xing Yang, Valentina D. Bumbu, and Vladimir B. BirmanOrganic Letters2011 Article ASAPKinetic Resolution of β-Lactams via Enantioselective N-Acylation
Xing Yang, Valentina D. Bumbu, and Vladimir B. BirmanOrganic Letters2011 Article ASAPEnantioselective N-acylation of 4-aryl-β-lactams in the presence of acyl transfer catalyst Cl-PIQ provides an effective method for their non-enzymatic kinetic resolution.

Kinetic Resolution of N-Acyl-β-Lactams via Benzotetramisole-Catalyzed Enantioselective Alcoholysis
Valentina D. Bumbu and Vladimir B. BirmanJournal of the American Chemical Society 0 (ja),Kinetic Resolution of N-Acyl-β-Lactams via Benzotetramisole-Catalyzed Enantioselective Alcoholysis
Valentina D. Bumbu and Vladimir B. BirmanJournal of the American Chemical Society 0 (ja),The first catalytic, nonenzymatic kinetic resolution of β-lactams has been achieved. Alcoholysis of their N-aroyl derivatives in the presence of a simple chiral acyl transfer catalyst, benzotetramisole, produces β-amino acid derivatives with excellent ...

Photochemistry of Group 6 Fischer Carbene Complexes: Beyond the Photocarbonylation Reaction
Israel Fernández, Fernando P. Cossío, and Miguel A. SierraAccounts of Chemical Research2011 Article ASAPPhotochemistry of Group 6 Fischer Carbene Complexes: Beyond the Photocarbonylation Reaction
Israel Fernández, Fernando P. Cossío, and Miguel A. SierraAccounts of Chemical Research2011 Article ASAPThe seminal report by Hegedus in 1982, showing that alkoxychromium(0) carbenes reacted with imines under bright Colorado sunlight to yield β-lactams, marked the beginning of a key reaction in organometallic chemistry. Very little was known about the ...

Catalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year Update
Shu̅ Kobayashi, Yuichiro Mori, John S. Fossey, and Matthew M. SalterChemical Reviews2011 111 (4), 2626-2704Catalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year Update
Shu̅ Kobayashi, Yuichiro Mori, John S. Fossey, and Matthew M. SalterChemical Reviews2011 111 (4), 2626-2704
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History
- Published In Issue August 17, 2004
- Received December 3, 2003
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