Tetrahedron Letters p. 4079 - 4082 (2001)
Update date:2022-09-26
Topics: Ring-closing olefin metathesis Purification and characterization Functional group manipulation Product Isolation Starting Material Selection Functional Group Installation Product Application
Subramanian, Thangaiah
Lin, Chang-Ching
Lin, Chun-Cheng
Starting with D- and L-serines, an expedient method for the preparation of oxazolidinyl piperidines, azepenes and azacyclooctenes was illustrated as a route to various deoxy-azasugars and hydroxypyrrolizidines. The ring-closing olefin metathesis of oxazolidinyl di-olefins was used as a key-step to construct the azacycles. Consecutive epoxidation, hydrolysis and transannulation of oxazolidinyl azacyclooctene led to hydroxypyrrolizidines.
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