Build/Couple/Pair Strategy Combining the Petasis 3-Component Reaction with Ru-Catalyzed Ring-Closing Metathesis and Isomerization

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• 作者：Erhad Ascic ; Sebastian T. Le Quement ; Mette Ishoey ; Mathilde Daugaard ; Thomas E. Nielsen
• 刊名：ACS Combinatorial Science
• 出版年：2012
• 出版时间：April 9, 2012
• 年：2012
• 卷：14
• 期：4
• 页码：253-257
• 全文大小：359K
• 年卷期：v.14,no.4(April 9, 2012)
• ISSN：2156-8944

文摘

A 鈥渂uild/couple/pair鈥?pathway for the systematic synthesis of structurally diverse small molecules is presented. The Petasis 3-component reaction was used to synthesize anti-amino alcohols displaying pairwise reactive combinations of alkene moieties. Upon treatment with a ruthenium alkylidene-catalyst, these dienes selectively underwent ring-closing metathesis reactions to form 5- and 7-membered heterocycles and cyclic aminals via a tandem isomerization/N-alkyliminium cyclization sequence.

Keywords:

Petasis 3-component reaction; ring-closing metathesis; isomerization; build/couple/pair