220972-39-4Relevant academic research and scientific papers
MIRC reactions of 2-bromo-5-(l-menthyloxy)furan-2(5H)-one with stabilized anions. Preparation of homochiral bicyclic γ-butyrolactones
Maestro, M. Carmen,Barquilla, M. Cruz,Martin, M. Rosario
, p. 3593 - 3599 (2007/10/03)
Homochiral (5R)-4-bromo-5-(l-menthyloxy)furan-2(5H)-one with stabilized carbanions (from nitroalkanes, malononitrile and ethyl acetoacetate) afforded enantiopure bicyclic compounds in good yield (70-90%). 3- Oxabicyclic[3.1.0]hexan-2-one derivatives were obtained with nitromethane and malonic acid derivatives. However, dihydrofuro[3,4-d]isoxazol-6-one and dihydrofuro[3,4-b]furan-6(4H)-one derivatives were obtained from nitroethane and ethyl acetoacetate, respectively.
A valuable synthetic route to spiro-cyclopropane derivatives containing multiple stereogenic centers
Huang, Hui,Chen, Qinghua
, p. 1295 - 1307 (2007/10/03)
The unusual, functionalized spiro-cyclopropane derivatives containing four stereogenic centers 8a-8f were obtained in good yields with d.e. ≥98% via tandem double Michael addition/internal nucleophilic substitution of the novel chiral synthon, 5-l-menthyl
Synthesis of enantiomerically pure spiro-cyclopropane derivatives containing multichiral centers
Huang, Hui,Chen, Qinghua
, p. 4103 - 4107 (2007/10/03)
A novel chiral source, 5-(R)-[(1R,2S,5R)-(-)-menthyloxy]-3-bromo-2(5H)- furanone (5a), was obtained in 46% yield with d.e.≥98% from the epimeric mixture of 5-(1-menthyloxy)-3-bromo-2(5H)-furanone (Sa+5b) obtained via the bromination of an epimeric mixture
