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ChemInform Abstract: Chemoselective Reaction on a Hydroxy or Aldehyde Group Tethered with a Tri-Substituted Ozonide: A Versatile Methodology for the Preparation of Terminally Differentiated Compounds from Cyclohexene.

✍ Scribed by Y.-S. HON; J.-L. YAN


Publisher
John Wiley and Sons
Year
2010
Weight
45 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis


other 5-membered heterocycles (with 3 or more heteroatoms) R 0330

44 -135

Chemoselective Reaction on a Hydroxy or Aldehyde Group Tethered with a Tri-Substituted Ozonide: A Versatile Methodology for the Preparation of Terminally Differentiated Compounds from Cyclohexene.

-It is shown that chemoselective functionalization of aldehyde and ketone groups in the presence of a ozonide moiety is possible under certain Lewis acid, free radical, and organometallic conditions. Subsequent decomposition of the ozonide moiety provides an extremely convenient and versatile route to terminally differentiated compounds like (VI), (VIII), and (IX). -(HON,