171519-84-9Relevant academic research and scientific papers
Synthetic studies towards pseurotin A. Part 3. Synthesis of a related highly functionalized γ-lactone
Su,Tamm
, p. 1278 - 1290 (1995)
A new general concept for the total synthesis of pseurotin A (1), a secondary metabolite of Pseudeurotium ovalis STOLK, which possesses a highly substituted 1-oxa-7-azaspiro[4.4]nonane skeleton, is presented. A key intermediate of the planned reaction sequence is the functionalized γ-lactone 8. The corresponding protected compound 52 was prepared using (S)-O,O-isopropylideneglyceraldehyde (13) and the bromoacetal 14 as starting material. γ-Lactone 52 was obtained in enantiomerically pure state in ten steps. It possesses the desired configuration.
