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Issue 3, 2006
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An expeditious stereoselective synthesis of natural (−)-Cassine via cascade HWE [3 + 2]-cycloaddition process

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Abstract

L-Rhamnose is transformed to (−)-Cassine via a remarkable four step one pot reaction. The Horner–Wadsworth–Emmons [3 + 2]-1,3-dipolar cycloaddition reaction cascade is the pivotal step in this reaction sequence and makes the synthesis highly efficient.

Graphical abstract: An expeditious stereoselective synthesis of natural (−)-Cassine via cascade HWE [3 + 2]-cycloaddition process

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Article information


Submitted
28 Nov 2005
Accepted
30 Nov 2005
First published
21 Dec 2005

Org. Biomol. Chem., 2006,4, 524-529
Article type
Paper

An expeditious stereoselective synthesis of natural (−)-Cassine via cascade HWE [3 + 2]-cycloaddition process

C. Herdeis, P. Küpper and S. Plé, Org. Biomol. Chem., 2006, 4, 524
DOI: 10.1039/B516888K

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