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. Author manuscript; available in PMC: 2009 Jul 14.
Published in final edited form as: Tetrahedron. 2008 Jul 14;64(29):6973–6978. doi: 10.1016/j.tet.2008.03.108

Table 3.

Carbonylation of fluorinated epoxides using 1 at 100 psi CO.

graphic file with name nihms56310t3.jpg
Entry Epoxide β-Lactone Conv. (% Yield)a
1 graphic file with name nihms56310t4.jpg 2a graphic file with name nihms56310t5.jpg 3a 99 (86)
2 graphic file with name nihms56310t6.jpg 2b graphic file with name nihms56310t7.jpg 3b 99 (79)
3 graphic file with name nihms56310t8.jpg 2c graphic file with name nihms56310t9.jpg 3c 99 (85)
4 graphic file with name nihms56310t10.jpg 2d graphic file with name nihms56310t11.jpg 3d 99 (88)
5 graphic file with name nihms56310t12.jpg 2e graphic file with name nihms56310t13.jpg 3e 99 (91)
6 graphic file with name nihms56310t14.jpg 2f graphic file with name nihms56310t15.jpg 3f 99 (71)
7 graphic file with name nihms56310t16.jpg 2g graphic file with name nihms56310t17.jpg 3g 99 (82)
a

β-Lactone was the sole product as determined by 1H NMR spectroscopy; % yield of isolated, analytically pure material.