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Structure and laboratory synthesis of vittatalactone.
Reaction conditions: (a) ClTi(Oi-Pr)3, c-C5H9MgCl, PhMe, Et2O (−78 to 0 °C); (b) TBAF, HMPA; (c) Rh[nbd(dppb)]BF4, H2 (500 psi), CH2Cl2; (d) TsCl, pyridine, CH2Cl2; (e) LiEt3BH, THF; (f) Pd(OH)2, EtOH; (g) 4-methoxy-TEMPO, NaClO, CH2Cl2/H2O, then NaClO2, t-BuOH/H2O; (h) TsCl, pyridine.
