A Novel Method for the Introduction of a 5β-Methyl Group into 4,5α-Epoxymorphinan-6-onesvia the Enol Ether

6. Conclusion 7706 Author Information 7706 Biographies 7707 Acknowledgment 7707 Abbreviations Used 7707 References 7708the corresponding allyl-and propargylchromium reagents that further react with a variety of electrophiles to afford the corresponding adducts in high yields. 102 Bu 6 CrLi 3 similarly behaves as a formal two-electron reductant with ketones and esters bearing a leaving group at the α-position to produce enolates that are intercepted with a variety of electrophiles with high selectivities (Table 8). 103 Such enolates are also capable of reacting with oxiranes to afford γand β-hydroxy esters, depending on the Lewis acid used as promoter. 2143.2.2. Two-Electron Transfers from M,Mn-HeteroMAAs (M = Li, MgX). In 1976, Cahiez et al. disclosed the possible reduction in THF of alkenyl bromides or iodides, as well as aryl chlorides or bromides, using i-PrMgCl in the presence of a catalytic amount of MnCl 2 . 215 The authors proposed the in situ formation of unstable i-Pr 3 MnMgCl and its decomposition by β-elimination to H 3 MnMgCl; reaction of the latter with the halide would then afford an unstable Mn(IV) intermediate, able Scheme 23 Scheme 24 Scheme 21 Scheme 22

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Determining the site of reduction of 4-NO2-2,2′-bipyridine and [Pt(4-NO2-2,2′-bipyridine)Cl2]

Murray

Jack

McInnes

et al. 2010

Dalton Trans.

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In situ UV/Vis and EPR spectroelectrochemistry experiments show that the unpaired electron in [4-NO(2)-bpy](1-) sits in an orbital which is based on the 4-NO(2)-py moiety and not spread over both py rings. The unpaired electron in [Pt(4-NO(2)-bpy)Cl(2)](1-) is based on the 4-NO(2)-bpy ligand with some [bpy](1-) character. Labelling the NO(2) group of 4-NO(2)-bpy with (15)N revealed that the larger coupling constant in the EPR spectrum of [4-NO(2)-bpy](1-) can be assigned to the N atom of the NO(2) group. This coupling constant is significantly smaller in the EPR spectrum of [Pt(4-NO(2)-bpy)Cl(2)](1-).

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A Novel Method for the Introduction of a 5β-Methyl Group into 4,5α-Epoxymorphinan-6-onesvia the Enol Ether

Cited by 4 publications

References 6 publications

C–H Transformation at Functionalized Alkanes

C–H Transformation at Functionalized Alkanes

Mixed AggregAte (MAA): A Single Concept for All Dipolar Organometallic Aggregates. 2. Syntheses and Reactivities of Homo/HeteroMAAs

Determining the site of reduction of 4-NO2-2,2′-bipyridine and [Pt(4-NO2-2,2′-bipyridine)Cl2]

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