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. 2014 Dec 5;16(24):6334–6337. doi: 10.1021/ol503078h

Table 1. Optimization of Wittig Reaction with Aldehyde 1a.

graphic file with name ol-2014-03078h_0007.jpg

entry PR3 X temp (°C) time (h) yield of 2aa (%) E/Zb
1 PMe3 1.4 23 48 76 4:3
2 PEt3 1.4 23 48 80 4:3
3 PBu3 1.4 23 48 72 4:3
4 PPh3 1.4 23 48 0  
5 P(OMe)3 1.4 23 48 0  
6 PMe3 1.2 23 48 95 3:1
7 PEt3 1.2 23 48 99 3:1
8 PBu3 1.2 23 48 91 3:1
9 PEt3 1.2 65 8 97 3:1
a

Isolated yield.

b

E/Z values were calculated from the ratio of the integrals of the allylic methylenes in the 1H NMR spectra.