Enantioselective total synthesis of oleanolic acid, erythrodiol, .beta.-amyrin, and other pentacyclic triterpenes from a common intermediate

Corey, E. J.; Lee, Jaemoon

doi:10.1021/ja00072a064

Cited by 100 publications

(47 citation statements)

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“…Preparing a series of derivatives of 247 by introducing various fused heterocyclic rings at the C-2 and C-3 positions, Qiu et al found some derivatives with improved inhibitory activity and selectivity against PTP1B over related PTPs, such as TCPTP, LAR, SHP-1, and SHP-2 [165] . The first enantioselective total synthesis of 245 and 246 from 7-methoxy-1-tetraline was reported by Corey et al [166] . Two more PTP1B inhibitors, moronic acid 249 and 250, together with 242 and 245, were purified and characterized from the acetone extract of the leaves and stems of the plant Phoradendron reichenbachianum [167] .…”

Section: Wwwnaturecom/aps Jiang Cs Et Almentioning

confidence: 99%

Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades

2012

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This article provides an overview of approximately 300 secondary metabolites with inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), which were isolated from various natural sources or derived from synthetic process in the last decades. The structure-activity relationship and the selectivity of some compounds against other protein phosphatases were also discussed. Potential pharmaceutical applications of several PTP1B inhibitors were presented.

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Section: Wwwnaturecom/aps Jiang Cs Et Almentioning

confidence: 99%

Natural products possessing protein tyrosine phosphatase 1B (PTP1B) inhibitory activity found in the last decades

2012

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“…This famous work is the predecessor of many different, one-step approaches to polycyclic frameworks. [29] Notable and varied contributions that cannot be highlighted in detail in such a short review include those from the groups of Corey, [30] Grubbs, [31] Keay, [32] Negishi, [33] Overman, [34] Oppolzer, [35] Trost, [36] Vollhardt, [37] Wang, [38] and Wulff. [39] Recently, the groups of Isihara and Snyder have made excellent progress towards the mimicry of nature's halonium-induced cyclisations.…”

Section: One-component Domino Reactionsmentioning

confidence: 99%

Multi-Bond Forming Processes in Efficient Synthesis

Green¹,

Sherburn²

2013

Aust. J. Chem.

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An increasing number of synthetic organic chemists are embracing the philosophy of efficiency. Herein we highlight multi-bond forming processes, which form two or more new covalent bonds in a single synthetic operation. Such processes, which have the ability to rapidly increase structural complexity, are preeminent in contemporary synthetic organic chemistry. In this short review we classify, analyse, and contrast contemporary multi-bond forming processes, frame these cutting edge contributions within a historical context, and speculate on likely future developments in the area.

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“…[3] Guilard et al reported recently on the synthesis and the spectroscopic characterization of some metalloporphyrin derivatives that are able to form micellar aggregates. [4] The use of an organized medium [5] is known to strongly affect the rate and the selectivity of many organic reactions [6] as well as some metal-catalyzed reactions. [7] With this aim we began a study on the synthesis and the reactivity of porphyrin derivatives bearing a suitable, appended functionality making them soluble in the micellar phase.…”

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confidence: 99%