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. Author manuscript; available in PMC: 2009 Dec 24.
Published in final edited form as: J Am Chem Soc. 2008 Dec 24;130(51):17258–17259. doi: 10.1021/ja807894t

Table 2.

Ruthenium-catalyzed ring-expansion of electron-deficient alkynylcyclopropanols

graphic file with name nihms91458f4.jpg
Entry R Z/E(8/9) ratioa Time(h) Yieldb
1 Cy 7a > 20:1 12 88%
2 OEt 7b > 20:1 8 68%
3 OBn 7c > 20:1 6 81%
4 O(p-O2NC6H4) 7d > 20:1 12 85%
a

Olefin geometry was assigned based on 1H-NMR chemical shift (see Supporting Information for details).

b

Yields refer to pure, isolated products.