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ChemInform Abstract: Photo-Arbuzov Rearrangements of Benzylic Phosphites. Stereochemistry at Migratory Carbon.

✍ Scribed by Worawan Bhanthumnavin; Atta Arif; Wesley G. Bentrude

Publisher: John Wiley and Sons
Year: 2010
Weight: 28 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199912037

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✦ Synopsis

Photo-Arbuzov Rearrangements of Benzylic Phosphites. Stereochemistry at Migratory Carbon. -The predominant overall stereochemistry in the photo-Arbuzov rearrangement of trans phosphite (I) is retention of configuration. It leads to the cis-phosphonate as a mixture of diastereomers (II) and (III). -(BHANTHUMNAVIN, WORAWAN; ARIF, ATTA; BENTRUDE,

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Photo-Arbuzov Rearrangement of Dimethyl 9-Anthrylmethyl Phosphite and the Photodimerization of the Corresponding Phosphonate. -Upon irradiation, 9-anthrylmethyl phosphite (I) efficiently undergoes the photo-Arbuzov rearrangement to give the corresponding phosphonate (II). Further irradiation of (II