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P. Buchschacher

Bio: P. Buchschacher is an academic researcher. The author has contributed to research in topics: Absolute configuration & Thebaine. The author has an hindex of 2, co-authored 2 publications receiving 83 citations.

Papers
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Journal ArticleDOI
TL;DR: Thebaine (VII) has been degraded to (−)-cis-[2-methyl-2-carboxy-cyclohexyl-(1)]-acetic acid (III), thus providing experimental proof of the absolute configuration of morphine, thebaine and related alkaloids as discussed by the authors.
Abstract: Thebaine (VII) has been degraded to (−)-cis-[2-methyl-2-carboxy-cyclohexyl-(1)]-acetic acid (III), thus providing experimental proof of the absolute configuration of morphine, thebaine and related alkaloids.

36 citations


Cited by
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Journal ArticleDOI
TL;DR: This Review provides an overview of C-H bond functionalization strategies for the rapid synthesis of biologically active compounds such as natural products and pharmaceutical targets.
Abstract: The direct functionalization of C-H bonds in organic compounds has recently emerged as a powerful and ideal method for the formation of carbon-carbon and carbon-heteroatom bonds. This Review provides an overview of C-H bond functionalization strategies for the rapid synthesis of biologically active compounds such as natural products and pharmaceutical targets.

2,391 citations

Journal ArticleDOI
07 Apr 2006-Science
TL;DR: In this paper, the functionalization of C-H bonds in complex organic substrates catalyzed by transition metal catalysts is studied and the key concepts and approaches aimed at achieving selectivity in complex settings are discussed.
Abstract: Direct and selective replacement of carbon-hydrogen bonds with new bonds (such as C-C, C-O, and C-N) represents an important and long-standing goal in chemistry. These transformations have broad potential in synthesis because C-H bonds are ubiquitous in organic substances. At the same time, achieving selectivity among many different C-H bonds remains a challenge. Here, we focus on the functionalization of C-H bonds in complex organic substrates catalyzed by transition metal catalysts. We outline the key concepts and approaches aimed at achieving selectivity in complex settings and discuss the impact these reactions have on synthetic planning and strategy in organic synthesis.

1,812 citations

01 Jan 2004
TL;DR: This work outlines the key concepts and approaches aimed at achieving selectivity in complex settings and discusses the impact these reactions have on synthetic planning and strategy in organic synthesis.
Abstract: Activation and functionalization of unactivated sp 3 C-H bonds have been demonstrated in complex substrates containing multiple reactive groups. These reactions were designed as key steps in syntheses of natural products (rhazinilam, teleocidins) as well as in direct hydroxylation of α-amino acids. Both stoichiometric and catalytic C-H bond functionalization methods are discussed in this chapter.

1,550 citations

Journal ArticleDOI
TL;DR: This tutorial review describes selected recent examples of how the metal-catalysed C-H bond functionalisation has been able to positively affect the synthesis of natural products.
Abstract: Metal-catalysed C–H bond functionalisation has had a significant impact on how chemists make molecules. Translating the methodological developments to their use in the assembly of complex natural products is an important challenge for the continued advancement of chemical synthesis. In this tutorial review, we describe selected recent examples of how the metal-catalysed C–H bond functionalisation has been able to positively affect the synthesis of natural products.

1,361 citations

Journal ArticleDOI
TL;DR: This critical review of C-H functionalization logic will be analyzed through the critical lens of total synthesis, and takes the reader through a series of case studies in which it has already been successfully applied.
Abstract: In this critical review, the strategic and economic benefits of C–H functionalization logic will be analyzed through the critical lens of total synthesis. In order to illustrate the dramatically simplifying effects this type of logic can potentially have on synthetic planning, we take the reader through a series of case studies in which it has already been successfully applied. In the first section, a chronological look at key historical syntheses will be examined, leading into modern day examples. In the second section, our own experience with applying and executing synthesis with a C–H functionalization “mindset” will be discussed (114 references).

1,066 citations