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Beilstein J. Org. Chem. 2012, 8, 107–111, doi:10.3762/bjoc.8.11
Graphical Abstract
Scheme 1: Cascade chemistry for 2-ethyl-aldehydes.
Scheme 2: Preparation of aldehydes 6 and 8b. Step a: LDA, THF, 0 °C, CH2=CHCH2(CH2)nBr (n = 1, 56%; n = 2, 76...
Scheme 3: Preparation of aldehyde 8a. Step a: NaH, THF, 0 to 70 °C, CH2=CHCH2CH2Br. Step b: DIBAL-H, CH2Cl2, ...
Scheme 4: Cascade chemistry with aldehyde 6 and preferred conformation of intermediate azomethine ylide durin...
Scheme 5: Cascade chemistry with aldehyde 8a and glycine.
Scheme 6: Synthesis of the core tricyclic ring system of meloscine and scandine.
Scheme 7: Cascade chemistry with aldehydes 8a and 8b and glycine ethyl ester.
Scheme 8: Decarbonylation reactions to give the products 26 and 29.