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. Author manuscript; available in PMC: 2015 Jan 1.
Published in final edited form as: Chem Sci. 2013 Sep 27;5(1):10.1039/C3SC52451E. doi: 10.1039/C3SC52451E

Scheme 4.

Scheme 4

Total synthesis of (−)-calycanthidine (1). Conditions: (a) CH2Cl2, TFA, 90%; (b) formalin, NaBH3CN, AcOH, MeCN, 23 °C, 90%; (c) Na(Hg), NaH2PO4, MeOH, 23 °C, 92%; (d) Red-Al, PhMe, 110 °C, 71%; TFA = trifluoroacetic acid, Red-Al = sodium bis(2-methoxyethoxy)aluminium hydride.