The Double [3+2] Photocycloaddition Reaction (eBook)

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2011 | 2011
XVI, 184 Seiten
Springer Berlin (Verlag)
978-3-642-22860-5 (ISBN)

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The Double [3+2] Photocycloaddition Reaction - Jason A. Woolford
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Jason Woolford's thesis describes for the first time, a double [3+2] photocycloaddition of alkenes onto aromatic rings. Modern synthetic chemistry relies on the ability of researchers to uncover new and more efficient ways of creating highly complex structures. This work describes a novel, environmentally friendly photochemical step that converts in one pot, trivial starting materials into otherwise difficult to construct fenstrane frameworks.  The rigid cores of these frameworks have significant potential in drug design. Moreover, the novelty of this work overtakes many other methods for the creation of chiral centres. No less than seven chiral centres are created in the photochemical step together with the formation of four carbon-carbon bonds  and multifused rings. Jason's innovative work has been the subject of several publications in peer-reviewed journals.

Jason Woolford's thesis describes for the first time, a double [3+2] photocycloaddition of alkenes onto aromatic rings. Modern snythetic chemistry relies on the ability of researchers to uncover new and more efficient ways of creating highly complex structures. This work describes a novel, environmentally friendly photochemical step that converts in one pot, trivial starting materials into otherwise difficult to construct fenstrane frameworks.  The rigid cores of these frameworks have significant potential in drug design. Moreover, the novelty of this work overtakes many other methods for the creation of chiral centres. No less than seven chiral centres are created in the photochemical step together with the formation of four carbon-carbon bonds  and multifused rings. Jason's innovative work has been the subject of several publications in peer-reviewed journals.

Jason Woolford's thesis describes for the first time, a double [3+2] photocycloaddition of alkenes onto aromatic rings. Modern snythetic chemistry relies on the ability of researchers to uncover new and more efficient ways of creating highly complex structures. This work describes a novel, environmentally friendly photochemical step that converts in one pot, trivial starting materials into otherwise difficult to construct fenstrane frameworks.  The rigid cores of these frameworks have significant potential in drug design. Moreover, the novelty of this work overtakes many other methods for the creation of chiral centres. No less than seven chiral centres are created in the photochemical step together with the formation of four carbon-carbon bonds  and multifused rings. Jason's innovative work has been the subject of several publications in peer-reviewed journals.

Introduction and background.- Discovery of the double [3+2] photocycloaddition.- A brief discussion on fenestranes.- Investigation of the double [3+2] photocycloaddition reaction for the synthesis of fenestranes.- Attempted synthesis of a “criss-cross” double [3+2] photocycloadduct.- Attempts toward the synthesis of alternative structures via the double[3+2] photocycloaddition.- Conclusion.- Experimental.- References.- Appendix I.

Erscheint lt. Verlag 30.8.2011
Reihe/Serie Springer Theses
Zusatzinfo XVI, 184 p.
Verlagsort Berlin
Sprache englisch
Themenwelt Naturwissenschaften Chemie Organische Chemie
Technik
Schlagworte generation of molecular complexity • photochemical carbon bond formation • photocycloaddition reaction • step economic reactions • synthesis of fenestranes
ISBN-10 3-642-22860-7 / 3642228607
ISBN-13 978-3-642-22860-5 / 9783642228605
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