Synthesis of disparlure and monachalure enantiomers from 2,3-butanediacetals

• Adam Drop,
• Hubert Wojtasek and
• Bożena Frąckowiak-Wojtasek

Beilstein J. Org. Chem. 2020, 16, 616–620, doi:10.3762/bjoc.16.57

• -5,6-dimethyl-1,4-dioxane-2-carboxylate as the starting material. Keywords: 2,3-butanediacetal; cis-epoxide; (−)-disparlure; (+)-disparlure; (−)-monachalure; (+)-monachalure; Introduction Compounds containing chiral epoxides display a wide range of biological activities and a number of them are

Synthesis and glycosidase inhibitory activity of new hexa- substituted C8-glycomimetics

• Olivia Andriuzzi,
• Christine Gravier-Pelletier,
• Gildas Bertho,
• Thierry Prangé and
• Yves Le Merrer

Beilstein J. Org. Chem. 2005, 1, No. 12, doi:10.1186/1860-5397-1-12

• and 2 the cis-epoxide 7 or 8 has been isolated as a single stereoisomer. However, all attempts to open the epoxide ring involving various nucleophiles, sodium azide, benzylamine, n-butylamine, or serinol in different experimental conditions, protic or aprotic solvent, presence or absence of a Lewis

Reagent controlled addition of chiral sulfur ylides to chiral aldehydes

• Varinder K. Aggarwal and
• Jie Bi

Beilstein J. Org. Chem. 2005, 1, No. 4, doi:10.1186/1860-5397-1-4

• amide 9 [J (major isomer) 5.4 Hz, J (minor isomer) 3.5 Hz] (see ref 7) with 7a (J 5.8 Hz) and 7b (J 4.4 Hz). Comparison of the 13C NMR of the methyl groups of the acetonide of 9 with 7a/b and 8a/b also provide a consistent picture for structural assignment. The large amount of cis epoxide obtained