Multi-step reaction with 7 steps
1: 1.) t-BuLi / 1.) THF, -78 to 0 deg C, 4 h, 2.) 0 to 25 deg C, 12 h
2: (n-Bu)4NF / tetrahydrofuran / 12 h / 25 °C
3: 1.) t-BuOOH, VO(acac)2, 2.) Ag2O / 1.) CH2Cl2, 25 deg C, 6 h, 2.) 25 deg C, 24 h
4: K-Selectride / tetrahydrofuran / 0.5 h / -78 °C
5: 2.) K2CO3 / 1.) CH2Cl2, 2.) MeOH, H2O
6: 1.) I(Collidine)2ClO4, 2.) H2O / 1.) MeCN, 72 h, 2.) 12 h
7: HSn(n-Bu)3, AIBN / toluene / 3 h / Heating
With
tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; 2,2'-azobis(isobutyronitrile); iodonium(di-γ-collidine) perchlorate; tetrabutyl ammonium fluoride; water; tert.-butyl lithium; tri-n-butyl-tin hydride; potassium tri-sec-butyl-borohydride; potassium carbonate; silver(l) oxide;
In
tetrahydrofuran; toluene;
DOI:10.1021/ja00188a060