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Final steps in the stereoselective synthesis of MaR1n-3 DPA (15) [57]. Reagents and conditions: (i) LiBH4, Et2O, MeOH; (ii) Pd(PPh3)4, CuI, alkyne 69, Et2NH; (iii) CBr4, PPh3, 2,6-lutidine, CH2Cl2; (iv) Pd-PEPPSITM-IPr, LiCl, 4-ethoxy-4-oxobutylzinc bromide, THF, NMP; (v) TBAF, THF, 0 °C; (vi) Lindlar’s catalyst, H2, EtOAc, pyridine, 1-octene; (vii) LiOH, THF, MeOH, 0 °C.
