Synthesis of the Angiotensin Converting Enzyme Inhibitor (-)-A58365A via an %@mt;sys@%%@bold@%Isom%@ac;-15@%u%@acx;uml;@%nchnone%@rsf@%%@mx@% Cycloaddition Rea

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• 作者：Christopher S. Straub and Albert Padwa
• 刊名：Organic Letters
• 出版年：1999
• 出版时间：July 15, 1999
• 年：1999
• 卷：1
• 期：1
• 页码：83 - 86
• 全文大小：42K
• 年卷期：v.1,no.1(July 15, 1999)
• ISSN：1523-7052

文摘

The angiotensin converting enzyme inhibitor (-)-A58365A (1) was synthesized by a process based on the [3 + 2]-cycloaddition reaction of aphenylsulfonyl-substituted intermediate. The starting material for this process was prepared from L-pyroglutamic acid andinvolved using a diazo-phenylsulfonyl-substituted pyrrolidine imide. Treatment of the diazoimide with Rh₂(OAc)₄ in the presence of methylvinyl ketone afforded a 3-hydroxy-2-pyridone derivative which was subsequently converted to the ACE inhibitor in six additional steps.

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