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ChemInform Abstract: Indium-Mediated Reaction of 1,3-Dichloro- and 1,3-Dibromopropenes with Carbonyl Compounds. Generation of Novel 3,3-Diindiopropene.

✍ Scribed by S. ARAKI; T. HIRASHITA; H. SHIMIZU; H. YAMAMURA; M. KAWAI; Y. BUTSUGAN

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Indium-Mediated Reaction of 1,3-Dichloro-and 1,3-Dibromopropenes with Carbonyl Compounds. Generation of Novel 3,3-Diindiopropene.

-Aromatic aldehydes such as benzaldehyde (I) undergo an indium-mediated reaction with 1,3-dichloropropene (II) to give the syn-chlorohydrin ( III) predominantly. 1,3-Dibromopropene yields under similar conditions the vinyloxirane (VI), the allylic alcohol (VII), and the diol (VIII). The formation of (VII) is believed to involve a unique allylic diindium reagent, 3,3-diindiopropene.

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