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. Author manuscript; available in PMC: 2010 Jan 1.
Published in final edited form as: Angew Chem Int Ed Engl. 2009;48(32):5860–5863. doi: 10.1002/anie.200902509

Scheme 5.

Scheme 5

Streamlining the kinamycin samarium-mediated allylic alcohol transposition. Reagents and conditions: a) SmI2 (4.0 equiv), MeOH (10.0 equiv), THF, –78 °C, 5 min; –78→25 °C; O2 (balloon), 25 °C, 18 h, 83 %, single diastereomer.