Stereochemical course of acylation and aldol condensation in (4S)-4-methyl-2-benzyl-2,4-dihydro-1H-pyrazino[2,1-b]quinazoline-3,6-diones |
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| Institution: | 1. Sloan Automotive Laboratory, Mechanical Engineering, Massachusetts Institute of Technology, Cambridge, MA 02139, USA;2. State Key Laboratory of Engines, Tianjin University, Tianjin 300072, China;3. School of Automotive Studies, Tongji University, Shanghai 201804, China |
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| Abstract: | Acylation of 1 leads to the syn derivatives 2. Traces of the anti isomers equilibrate to the syn isomers when stored in CHCl3. Aldol condensation showed great diastereoselectivity, but racemization could not be avoided. The configuration of the new introduced stereogenic centres has been assigned on the basis of 1H-NMR data and NOE measurements. |
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