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Synthesis of oxazolidinyl azacycles via ring-closing olefin metathesis: A practical entry to the synthesis of deoxy-azasugars and hydroxypyrrolizidines
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Synthesis of oxazolidinyl azacycles via ring-closing olefin metathesis: A practical entry to the synthesis of deoxy-azasugars and hydroxypyrrolizidines

Thangaiah Subramanian, Chang-Ching LinChun-Cheng Lin
Tetrahedron Letters, 卷.42(24), 頁碼.4079-4082
06/2001

摘要

Biochemistry Drug Discovery Organic Chemistry
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. © 2001 Elsevier Science Ltd.

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