Synthesis of constrained phenylalanine derivatives via a [2+2+2] cycloaddition strategy.
A simple synthesis of dialkyne building blocks (6, 7, 8 and 9) embodying amino acid moiety is described. The dialkyne 6 participated in a [2+2+2] cycloaddition reaction with various monoalkynes in presence of Wilkinson's catalyst to give 5- and 5,6-disubstituted indan-based -amino acid derivatives. Cobalt catalyst [e.g., CpCo(CO)2] has also been employed in the synthesis of various 2-indanyl glycine derivatives via co-trimerization reaction of the diyne building blocks 6 and 7 with several monoalkynes.
Kotha
Sambasivarao
S
Department of Chemistry, Indian Institute of Technology-Bombay, Mumbai-400 076, India. srk@chem.iitb.ac.in
Brahmachary
Enugurthi
E
D003035:Cobalt / Q000737:chemistry; D010649:Phenylalanine / Q000138:chemical synthesis* / Q000737:chemistry; D011108:Polymers; D013057:Spectrum Analysis
D011108:Polymers; D003035:Cobalt; D010649:Phenylalanine