Sordarin, an antifungal agent with a unique mode of action

• Huan Liang

Beilstein J. Org. Chem. 2008, 4, No. 31, doi:10.3762/bjoc.4.31

• into 75 by protection of the OH group with TBDPSCl and saponification of the benzoate ester (LiOH). Lewis acid-induced glycosylation [46] of 75 with trichloroacetimidate 76 gave 77. The latter was then subjected to TBAF deprotection, PCC oxidation, and Pd/C hydrogenation, to afford analog 78. Isopentyl

• ether 80 was prepared via ethylene glycol protection, saponification, alkylation by prenyl bromide, hydrogenation and acetonide cleavage. Two other analogs were assembled from 70 by LiOH hydrolysis of the benzoate ester and Pd/C hydrogenolysis of the benzyl one. While biological tests indicated that

Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

• Kenny Tenza,
• Julian S. Northen,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

• -fluoropropionyl chloride 9 were explored but the method of choice involved nucleophilic fluorination of the mesylate 7 with KF to give ethyl 2-fluoropropionate 8 (Scheme 2).[19] Saponification and then treatment with phthaloyl dichloride gave 9 after distillation. 2-Fluorophenylacetyl chloride was prepared from