naphthoquinones and benzofuran

naphthoquinones has been researched along with benzofuran* in 2 studies

Other Studies

2 other study(ies) available for naphthoquinones and benzofuran

Article	Year
Alternative spiroketalization methods toward purpuromycin: a diketone approach to prevent benzofuran formation. The Journal of organic chemistry, 2011, Aug-19, Volume: 76, Issue:16 The central portion of purpuromycin has been assembled via a classical spiroketalization reaction. Key to promoting this reaction mode versus benzofuran formation was the oxidation state of the spiroketal core. With a higher oxidation state, even the electron-deficient isocoumarin found in purpuromycin could be employed directly in the spiroketalization. The two halves of the spiroketalization precursor were joined via a nitrile oxide/styrene 1,3-dipolar cycloaddition. A very mild selenium dioxide oxidation was used to introduce the required oxidation state of the spiroketal core. Topics: Benzofurans; Cyclization; Furans; Ketones; Molecular Structure; Naphthoquinones; Oxidation-Reduction; Spiro Compounds	2011
Investigation of a convergent route to purpuromycin: benzofuran formation vs spiroketalization. Organic letters, 2006, Jul-20, Volume: 8, Issue:15 [Structure: see text] A mild and efficient [3+2] nitrile oxide/olefin cycloaddition allows coupling of the highly functionalized naphthalene and isocoumarin hemispheres of purpuromycin. A rationale of the inability of advanced keto alcohols to spirocyclize is presented based upon a systematic examination of the electronic factors present in these systems and suggests that the biosynthesis of purpuromycin does not proceed through open-chain intermediates. Topics: Benzofurans; Molecular Structure; Naphthoquinones; Spiro Compounds	2006

Article

Year

Alternative spiroketalization methods toward purpuromycin: a diketone approach to prevent benzofuran formation.

The Journal of organic chemistry, 2011, Aug-19, Volume: 76, Issue:16

The central portion of purpuromycin has been assembled via a classical spiroketalization reaction. Key to promoting this reaction mode versus benzofuran formation was the oxidation state of the spiroketal core. With a higher oxidation state, even the electron-deficient isocoumarin found in purpuromycin could be employed directly in the spiroketalization. The two halves of the spiroketalization precursor were joined via a nitrile oxide/styrene 1,3-dipolar cycloaddition. A very mild selenium dioxide oxidation was used to introduce the required oxidation state of the spiroketal core.

Topics: Benzofurans; Cyclization; Furans; Ketones; Molecular Structure; Naphthoquinones; Oxidation-Reduction; Spiro Compounds

2011

Investigation of a convergent route to purpuromycin: benzofuran formation vs spiroketalization.

Organic letters, 2006, Jul-20, Volume: 8, Issue:15

[Structure: see text] A mild and efficient [3+2] nitrile oxide/olefin cycloaddition allows coupling of the highly functionalized naphthalene and isocoumarin hemispheres of purpuromycin. A rationale of the inability of advanced keto alcohols to spirocyclize is presented based upon a systematic examination of the electronic factors present in these systems and suggests that the biosynthesis of purpuromycin does not proceed through open-chain intermediates.

Topics: Benzofurans; Molecular Structure; Naphthoquinones; Spiro Compounds

2006