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. 2010 Jun 15;20(12):3475–3478. doi: 10.1016/j.bmcl.2010.05.010

Scheme 3.

Scheme 3

Reagents: (a) TMSI, CH2Cl2; (b) 17, nBu4NI, iPr2NEt, 4 Å molecular sieves, CH2Cl2; then pTSA, MeOH, 45% from 15; (c) PMe3, wet THF, quant.; (d) tetracosanoyl chloride, THF/8 M NaOAc, 68%; (e) 11,14-eicosadienoyl chloride, THF/8 M NaOAc, 66%.