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. 2017 Sep 8;23(56):14080–14089. doi: 10.1002/chem.201703229

Scheme 5.

Scheme 5

Reagents and conditions: a) 13, LiHMDS, THF, −78 °C; then add aldehyde; b) TBSCl, imid., DMAP, CH2Cl2; c) Pd(PPh3)4 (5 mol %), NEt3, MeCN, 80 °C; d) CpCo(CO)2 (20 mol %), PPh3 (40 mol %), PhCl, MW (300 W), 150 °C; e) TBAF, THF; then MeOH, H2O2, KHCO3; f) Et3SiH, ZnCl2, CH2Cl2; TBAF, THF; g) OsO4 (4 mol %), NMO, acetone/H2O (3:1); h) NaIO4/SiO2, CH2Cl2. Cp=cyclopentadienyl; NMO=N‐methylmorpholine‐N‐oxide; TBAF=tetrabutylammonium fluoride.