Stereoselective total synthesis of paecilomycin E

Synthesis and Biological Studies of a Triazole Analogue of Resorcylic Acid Lactone LL‐Z1640‐2

“…7‐Methoxy‐2,2‐dimethyl‐4‐oxo‐4 H ‐benzo[ d ][1,3]dioxin‐5‐yl Trifluoromethanesulfonate (5): 5 To a stirred solution of 11 (330 mg, 1.47 mmol) in anhydrous pyridine (8.0 mL) was added dropwise trifluoromethane sulfonic anhydride (0.27 mL, 1.62 mmol) at –10 °C and the mixture was stirred for 3.5 h at 0 °C. Ice water (8.0 mL) was added and the resulting solution was stirred for 10 min followed by extraction with Et 2 O (2 × 10 mL).…”

Carbohydrate-Based Studies Toward the Synthesis of Hamigeromycin E: A Stereoselective Total Synthesis of an Isomer of Zeaenol

“…2‐Ethenyl‐6‐hydroxy‐4‐methoxybenzoic Acid ( 29 ) . LiOH · H 2 O (126 mg, 3 mmol) was added to the stirred soln.…”

Stereoselective total synthesis of the antiplasmodial resorcylic acid lactone paecilomycin F

“…The product obtained after allylation was a mixture of diastereomers, which were inseparable and were directly treated with MOM-Cl to get the corresponding MOM ethers (9:1) which were easily separable by column chromatography. Based on the earlier experience for the allylation reaction, 19,21 we proceeded further with the major diastereomer 18. Thus, treatment of the major diastereomer 18 with TBAF resulted in the formation of 8, the key side chain fragment with the required stereochemistry.…”