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.
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 alpha-amino acid (AAA) derivatives.
Kotha
Sambasivarao
S
Department of Chemistry, Indian Institute of Technology, Bombay, Mumbai 400 076, India. srk@chem.iitb.ac.in
Chavan
Arjun S
AS