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. Author manuscript; available in PMC: 2013 Jan 6.
Published in final edited form as: J Org Chem. 2011 Nov 28;77(1):300–310. doi: 10.1021/jo201948e

Table 1.

Trans acrylate ethers and amines from the starting cis acrylates, are believed to be from a conjugate addition

graphic file with name nihms341202t1.jpg
Entry Product % Yield Entry Product Yield (%)
1 graphic file with name nihms341202t2.jpg 98 8 graphic file with name nihms341202t3.jpg 92
2 graphic file with name nihms341202t4.jpg 93b 9 graphic file with name nihms341202t5.jpg 96
3 graphic file with name nihms341202t6.jpg 84 10 graphic file with name nihms341202t7.jpg 93c
4 graphic file with name nihms341202t8.jpg 95 11 graphic file with name nihms341202t9.jpg 84
5 graphic file with name nihms341202t10.jpg 96 12 graphic file with name nihms341202t11.jpg 84c
6 graphic file with name nihms341202t12.jpg 92b 13 graphic file with name nihms341202t13.jpg 96c
7 graphic file with name nihms341202t14.jpg 86b 14 graphic file with name nihms341202t15.jpg 92c
a

Isolated yields, the average of at least two runs.

b

The reaction was carried out at 40 °C and was stirred for 2 h.

c

The reaction was carried out at 40 °C and was stirred for 3 h.