Enantioselective total synthesis of the Melodinus alkaloid (+)-meloscine

Philipp Selig; Thorsten Bach

doi:10.1002/anie.200800693

Enantioselective total synthesis of the Melodinus alkaloid (+)-meloscine

Philipp Selig, Thorsten Bach

Chair of Organic Chemistry 1

Technical University of Munich

Research output: Contribution to journal › Article › peer-review

102 Scopus citations

Abstract

(Chemical Equation Presented) Enantioselective synthesis in a new light: The template-controlled [2+2] photocycloaddition leading to product 1 is the first example of this type of reaction in natural product synthesis. In addition, a retrobenzilic acid rearrangement (→2), a Claisen rearrangement (→3), and a ring-closing metathesis played decisive roles in the synthesis of the alkaloid (+)-meloscine (4).

Original language	English
Pages (from-to)	5082-5084
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	47
Issue number	27
DOIs	https://doi.org/10.1002/anie.200800693
State	Published - 23 Jun 2008

Keywords

Asymmetric synthesis
Natural products
Photochemistry
Rearrangement
Total synthesis

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10.1002/anie.200800693

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KW - Rearrangement

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Enantioselective total synthesis of the Melodinus alkaloid (+)-meloscine

Abstract

Keywords

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