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. Author manuscript; available in PMC: 2009 Sep 29.
Published in final edited form as: J Am Chem Soc. 2008 May 8;130(22):6924–6925. doi: 10.1021/ja802906k

Scheme 3.

Scheme 3

Synthesis of 3-Azatricyclo[6.1.0.01,5]nonanes via Tandem Isomerization-RCMa

a Reagents and conditions: (a) [Rh(=)2Cl]2, Ph3P, PhMe, 110 °C then metathesis catalyst,16 60 °C; (b) i. Na/naphthalene, THF, -78 °C; ii. PhCOCl, DMAP, Et3N, CH2Cl2,0 °C, 53%.