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. Author manuscript; available in PMC: 2015 May 7.
Published in final edited form as: Chem Soc Rev. 2014 Mar 24;43(9):2927–2940. doi: 10.1039/c4cs00054d

Table 13.

Synthesis of 2-arylidenetetrahydrofurans through nucleophilic phosphine catalysis

graphic file with name nihms582344t13.jpg
entry R 80 (equiv) t(h) yield (%) E/Z ratio
1 2-ClC6H4 2.4 18 94 4:1
2 2-FC6H4 1.8 24 81 4:1
3 2,4-Cl2C6H4 1.8 22 98 6:1
4 4-NO2C6H4 1.8 5 84 5:1
5 4-CF3C6H4 2.0 17 81 4:1
6 3-pyridyl 1.8 5 81 20:1
7 2-furyl 2.0 24 72 2:1