Design and synthesis of benzosultine-sulfone as a o-xylylene precursor via cross-enyne metathesis and rongalite: further expansion to polycyclics via regioselective Diels-Alder reaction

Kotha, Sambasivarao ; Chavan, Arjun S. (2010) Design and synthesis of benzosultine-sulfone as a o-xylylene precursor via cross-enyne metathesis and rongalite: further expansion to polycyclics via regioselective Diels-Alder reaction Journal of Organic Chemistry, 75 (12). pp. 4319-4322. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo100655c?

Related URL: http://dx.doi.org/10.1021/jo100655c

Abstract

Benzosultine-sulfone 5 has been prepared as a o-xylylene or o-quinodimethane precursor by utilization of rongalite. Thermal activation of this hybrid molecule 5 has resulted a new sulfone-based building block 6. Building block 5 is a suitable precursor for the synthesis of unsymmetrically functionalized polycyclics through Diels-Alder (DA) chemistry. The dibromosulfone 24 and benzosultine-sulfone 5 has also been used for the synthesis of various sulfone based unnatural α-amino acid (AAA) derivatives.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:65211
Deposited On:15 Oct 2011 11:47
Last Modified:15 Oct 2011 11:47

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