Synfacts 2011(4): 0442-0442  
DOI: 10.1055/s-0030-1259612
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Dipeptide-Based Phosphine Catalyst for Cycloaddition of Allenes to Acrylates

Contributor(s): Benjamin List, Ilija Čorić
X. Han, Y. Wang, F. Zhong, Y. Lu*
National University of Singapore, Singapore and Henan University, Kaifeng, P. R. of China
Further Information

Publication History

Publication Date:
18 March 2011 (online)


A novel class of dipeptide-derived chiral phosphine catalysts has been developed. Phosphine 3 was demonstrated to be an efficient catalyst for [3+2] cycloaddition of allene 2 with α-substituted acrylates 1. Cyclopentenes 4 containing quaternary stereogenic centers were obtained in high yields with enantiomeric ratios of around 95:5.