Fig. 4: Synthetic transformation. | Nature Communications

Fig. 4: Synthetic transformation.

From: Diastereoselective synthesis of multi-substituted cyclobutanes via catalyst-controlled regiodivergent hydrophosphination of acyl bicyclobutanes

Fig. 4

a LiBH4, THF. b Oxalyl dichloride, DMSO, Et3N, CH2Cl2, −78 °C. c Et2NH, 65 °C. d (1) Et2NH, 65 °C; (2) (S)-BINOL, PCl3, DMAP, Et3N. e Et2NH then TsN3. f Et2NH then MeI. g (1) PPh3, CBr4, CH2Cl2, 0 °C to RT; (2) Ph2PH, nBuLi, THF, −78 °C to RT; (3) Et2NH, 65 °C. h CpRuCl(PPh3)2, toluene, 90 °C. i Cu(OTf)2, TMDS, toluene then Me2S·BH3. j LiOH, THF/H2O. k Estrone, EDC·HCl, DMAP, DMF. l MeMgBr, THF, RT. m (R)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(2-hydroxy-1-phenylethyl)urea, DMAP, EDC·HCl, Et3N, CH2Cl2. n (1) oxalyl dichloride, DMF, CH2Cl2; (2) Amino alcohol, Na2CO3, CH2Cl2; (3) TsCl, Et3N, CH2Cl2.

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