Diastereoselective and enantioselective preparation of nor-mevaldic acid surrogates through desymmetrisation methodology. Enantioselective synthesis of (+) and (-) nor-mevalonic lactones

作者：Manuel Botubol Ares Jose; Jesus Duran Pena Maria; Hernandez Galan Rosario; Collado Isidro G; Harwood Laurence M; Macias Sanchez Antonio J^*

来源：Tetrahedron, 2015, 71(40): 7531-7538.

DOI：10.1016/j.tet.2015.08.010

• Botrytis cinerea
• Desymmetrisation
• meso-Dialdehyde
• Nor-methyl mevaldate

Solvent-free desymmetrisation of a meso-dialdehyde with chiral alcohols, led to preparation of 4-silyloxy-6-alkyloxytetrahydro-2H-pyran-2-one derivatives with a 96% de. This methodology, which yields the corresponding methyl nor-mevaldates with 99% ee, has been applied to the enantioselective synthesis of the (-)-(R) and (+)-(S) nor-mevalonic acid lactones.

• 出版日期2015-10-7