A New Modified "Montanari Oxidation Process" by Means of Chlorine Dissolved in the Reaction Solvent as Oxidant and TEMPO as Catalyst: Oxidation of 3-S-Quinuclidinol to 3-Quinuclidinone
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- 作者：Hans-René ; Bj
//pubs.acs.org/images/gifchars/oslash.gif" border="0">rsvik ; Lucia Liguori ; Francesca Costantino ; and Francesco Minisci
- 刊名：Organic Process Research & Development
- 出版年：2002
- 出版时间：March 2002
- 年：2002
- 卷：6
- 期：2
- 页码：197 - 200
- 全文大小：46K
- 年卷期：v.6,no.2(March 2002)
- ISSN：1520-586X
文摘
Results from a process improvement project for preparationof 3-R-quinuclidinol, a highly valuable intermediate for severalmuscarine-active compounds are described. The studied processwas based on the kinetic resolution of racemic 3-quinuclidinoland thus involved a large side-stream production. Our outlinefor process improvement is based on that this side stream canbe recycled by a two-step sequence of oxidation and reductionprocesses. Findings concerning the conversion of 3-S-quinuclidinol into 3-quinuclidinone by using an improved oxidationprocess based on TEMPO (2,2,6,6-tetramethylpiperidin-1-oxylradical) and molecular chlorine are discussed in detail. Thedeveloped oxidation procedure affords nearly quantitativelyyield in the conversion of 3-S-quinuclidinol into 3-quinuclidinone.