Stereoselective synthesis of hernandulcin, peroxylippidulcine A, lippidulcines A, B and C and taste evaluation

• Marco G. Rigamonti and
• Francesco G. Gatti

Beilstein J. Org. Chem. 2015, 11, 2117–2124, doi:10.3762/bjoc.11.228

• Marco G. Rigamonti Francesco G. Gatti Chemistry Department “G. Natta”, Politecnico di Milano, Piazza Leonardo da Vinci 1, 20133 Milano, Italy 10.3762/bjoc.11.228 Abstract The first stereoselective synthesis of lippidulcines A, B and C has been accomplished starting from (+)-hernandulcin, which

• ; lippidulcines; Saegusa–Larock; Introduction It is a matter of fact that a large consumption of sucrose is strongly associated to a considerable number of undesirable health effects, among which cardiovascular diseases and dental caries are the most relevant. Moreover, the increasing number, especially in the

• 1000 times as sweet as sucrose. More recently other derivatives of 1 have been discovered, i.e., the peroxylippidulcines 2a–c and the lippidulcines 3a–c (Figure 1) [7][8]. However, these sesquiterpenes have been isolated in a so small amount that it has not been possible to assess their taste. In