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Total Synthesis of (-)-Pironetin

Luiz C Dias, Luciana G De Oliveira, Márcio A De Sousa

Org Lett. 2003 Feb 6;5(3):265-8.

PMID: 12556168

Abstract:

[structure: see text] The asymmetric total synthesis of pironetin, a compound that shows plant growth regulatory activity, immunosuppressive as well as a remarkable antitumoral activity, is described. The approach involves the use of three very efficient Evans oxazolidinone-mediated syn-aldol condensations, a high-yielding coupling between lithium acetylide ethylenediamine complex and a tosylate followed by methylation, and selective reduction to establish the C12-C13 (E) double bond.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP6867307-A Lithium acetylide, ethylenediamine complex Lithium acetylide, ethylenediamine complex 6867-30-7 Price
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