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Stereochemistry of hydroxylation of some chiral spiro-[2,5]octan-4-ones

✍ Scribed by I.M. Gella; T.G. Drushlyak; N.S. Pivnenko; R.I. Zubatyuk; A.V. Turov; I.S. Konovalova; N.B. Novikova; O.V. Shishkin


Book ID
113806344
Publisher
Elsevier Science
Year
2012
Tongue
English
Weight
750 KB
Volume
1019
Category
Article
ISSN
0022-2860

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Rearrangement of spiro octan-4-01, 1, in acidified THF-H202 is a selective process in which substitution occurs with retention of configuration and ring-expansion with inversion of the carbinyl center. Recently, we reported that rearrangements of certain cyclopropyl carbinols in acidified 90% H202-