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Practical and divergent synthesis of 1- and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones

✍ Scribed by Hanbiao Yang; Xiao-Fa Lin; Fernando Padilla; David M. Rotstein

Book ID
104095770
Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
182 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

A divergent synthesis of 1-and 5-substituted 3,9-diazaspiro[5.5]undecanes and undecan-2-ones is described, in which the key step is an efficient Michael addition of a lithium enolate to a tetrasubstituted olefin acceptor. A variety of substituents (butyl, phenyl, and propoxyl) were introduced at C-1(5) in this manner. In addition, an asymmetric synthesis of one member of this series was achieved using an Evans oxazolidinone chiral auxiliary reagent.

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ChemInform Abstract: Practical and Diver
ChemInform Abstract: Practical and Divergent Synthesis of 1- and 5-Substituted 3,9-Diazaspiro[5.5]undecanes and undecan-2-ones.
✍ Hanbiao Yang; Xiao-Fa Lin; Fernando Padilla; David M. Rotstein πŸ“‚ Article πŸ“… 2009 πŸ› John Wiley and Sons βš– 52 KB πŸ‘ 2 views

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