Synthesis and Structural Analysis of a New Class of Azaspiro[3.3]heptanes as Building Blocks for Medicinal Chemistry

Straightforward access toward previously unreported substituted, heterocyclic spiro[3.3]heptanes is disclosed. These spirocyclic systems may be considered as alternatives to 1,3-heteroatom-substituted cyclohexanes, which are otherwise insufficiently stable to allow their use in drug discovery. Confo...

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Bibliographic Details
Published inOrganic letters Vol. 12; no. 9; pp. 1944 - 1947
Main Authors Burkhard, Johannes A., Guérot, Carine, Knust, Henner, Rogers-Evans, Mark, Carreira, Erick M.
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 07.05.2010
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Crystallography, X-Ray
Heptanes - chemical synthesis
Heptanes - chemistry
Models, Molecular
Molecular Structure
Physical Sciences
Science & Technology
AMIDE GROUP
DIETHOXYTRIPHENYLPHOSPHORANE
OXETANES
STEREOCHEMISTRY
1,3,3-TRINITROAZETIDINE
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Summary:Straightforward access toward previously unreported substituted, heterocyclic spiro[3.3]heptanes is disclosed. These spirocyclic systems may be considered as alternatives to 1,3-heteroatom-substituted cyclohexanes, which are otherwise insufficiently stable to allow their use in drug discovery. Conformational details are discussed on the basis of X-ray crystallographic structures.
Bibliography:ObjectType-Article-1
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol1003302