Synthesis of beta-Aminocyclohexanones and beta-Aminocyclohexanols through an Intramolecular Tandem Isomerization-Mannich Reaction as a Key Step

New beta-aminocyclohexanones and beta-aminocyclohexanols, with a primary amino group, have been obtained by a short and efficient sequence involving an intramolecular tandem isomerization- Mannich reaction as the key step. This methodology takes advantage of tert-butanesulfinyl protection of the nit...

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 20; pp. 3297 - 3300
Main Authors Hai Thuong Cao, Gree, Danielle, Gree, Rene
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 01.10.2011
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ALCOHOLS
nickel
carbocycles
OLEFIN MIGRATION
isomerization
ALDOL-TYPE
CONVERSION
catalysis
Mannich
DESYMMETRIZATION
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Summary:New beta-aminocyclohexanones and beta-aminocyclohexanols, with a primary amino group, have been obtained by a short and efficient sequence involving an intramolecular tandem isomerization- Mannich reaction as the key step. This methodology takes advantage of tert-butanesulfinyl protection of the nitrogen atom.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0030-1260195