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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 1, 1971 - Issue 4
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Original Articles

Lead Tetraacetate Fragmentation of Loganin Aglucone O-Metheyl Ether and its Stereoisomers

John J. Partridge Chemical Research Department, Hoffmann-La Roche Inc., Nutley, New Jersey, 07110, USA
,
Naresh K. Chadha Chemical Research Department, Hoffmann-La Roche Inc., Nutley, New Jersey, 07110, USA
,
Stephanie Faber Chemical Research Department, Hoffmann-La Roche Inc., Nutley, New Jersey, 07110, USA
&
Milan R. Uskoković Chemical Research Department, Hoffmann-La Roche Inc., Nutley, New Jersey, 07110, USA
Pages 233-240 | Received 30 Sep 1971, Published online: 06 Feb 2007
 
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Abstract

During the investigation into methods of converting loganin (1) into secologanin (2, R=β-D-glucose), the lead tetraacetate fragmentation reaction1 of the four diastereomeric loganin aglucone O-methyl ethers 4, 6, 9, and 11, was studied.

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