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ChemInform Abstract: Stereocontrolled Preparation of cis- and trans-2,6-Dialkylpiperidines via Diastereoselective Reaction of 1-Aza-4-oxabicyclo[4.3.0]nonane Derivatives with Grignard Reagents.

✍ Scribed by H. POERWONO; K. HIGASHIYAMA; T. YAMAUCHI; H. KUBO; S. OHMIYA; H. TAKAHASHI


Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Stereocontrolled Preparation of cis-and trans-2,6-Dialkylpiperidines via Diastereoselective Reaction of 1-Aza-4-oxabicyclo[4.3.0]nonane Derivatives with Grignard Reagents.

-A simple procedure for the enantioselective preparation of the title compounds from known 1-aza-4oxabicyclo[4.3.0]nonane derivatives is presented. The synthetic value of this method is demonstrated by the synthesis of the fire ant alkaloids solenopsin A (XV) and isosolenopsin A (XVIII). -(