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. Author manuscript; available in PMC: 2014 Feb 19.
Published in final edited form as: Acc Chem Res. 2012 Nov 16;46(2):506–518. doi: 10.1021/ar300216r

Scheme 5.

Scheme 5

Concise and Stereoselective Total Synthesis of (−)-(4S,8S)-α- and (−)-(4S,8R)-epi-α-bisabolol

Reaction conditions: (a) Me2AlCl, (CH2O)n; (b) 2 mol% VO(OiPr)3, 6 mol% D-7, CHP, toluene, 0°C; (c) LiAlH4, THF; (d) TsCl, pyridine, CHCl3; (e) 5 equiv Me2C=CHMgBr, 0.5 equiv CuBr·Me2S, THF.