O OEt O TBSOTf (cat.) TBS CO2Et O Br TASF 92:8 dr TBS O CO2Et
2014/02/15 TBS O OEt O O O TBS TBSOTf (cat.) TASF 92:8 dr CO2Et CO2Et TESO TESO DIBALH OSET NaHMDS TESCl Br CO2Et TESO DMP CO2Me MeOH (cat.) quinuclidine (cat.) OH CO2Me O OH TESO TESO O NR3 H CO2Me OMe R3N O TESO OH TESO O TBS OTf CO2Me CO2Me OTBS OH O 1) TMSOTf HF·pyr TMSO 2) IBX·MPO CO2Me 伊藤・三枝酸化 OTBS TMSO [4+2] TMSCl CO2Me OTBS CO2Me OTBS TMSO O work up CO2Me OTBS CO2Me OTBS CO2Me OTBS Diels-Alder OH Br O Br Br OH OsO4, NMO N Ts Os NMO Ⅵ Os NaIO4 N Ts Ⅷ N Ts OH O HO NTs OH NHTs NTs NTs Br Br N Ts Br N Ts N Ts aza-cope rearengement, intramolecular Mannich reaction PhS PBu3 OH Bu3P O NTs NaBH4 PhSSPh, PBu3 Br Br Ph S S Ph NTs PhS PBu3 PhS PBu3 N Ts PhS NTs PhS Bu3SnH, AIBN PhS N Ts NTs Br NTs H H Bu3P O Bu3Sn N Ts N Ts N Ts Bu3Sn H NC N N CN 2 CN SnBu3 PhS H SnBu3 SnBu3 PhSH
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