Stereochemistry of diels-alder reaction at high-pressure: influence of pressure on asymmetric induction in (4+2)cycloaddition of 1-methoxybuta-1,3-diene to 2,3-o-isopropylidene-D-glyceraldehyde
作者:Janusz Jurczak、Tomasz Bauer
DOI:10.1016/s0040-4020(01)88056-x
日期:1986.1
High-pressure (4+2)cycloaddition of 1-methoxybuta-1,3-diene ( to 2,3-O-isopropylidene-D-glyceraldehyde () afforded four diastereoisomeric 6-substituted 2-methoxy-5,6-dihydro-2H-pyrans (), for which the diastereoisomeric excess and absolute configuration were determined. The effects of pressure, temperature and solvent on asymmetricinduction were examined. Stereochemical models were used for interpretation