(±)-(<i>cis</i>-8a-Hydroxy-2-oxoperhydronaphthalen-4a-yl)propanenitrile: hydrogen bonding in a Robinson-annulation intermediate

Zewge, Daniel; Malak, Muhammad H.; Thompson, H. W.; Lalancette, Roger A.; Brunskill, Andrew P. J.

doi:10.1107/s160053680605478x

Acta Cryst E

2007

DOI: 10.1107/s160053680605478x

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(±)-(cis-8a-Hydroxy-2-oxoperhydronaphthalen-4a-yl)propanenitrile: hydrogen bonding in a Robinson-annulation intermediate

Daniel Zewge

Muhammad H. Malak

H. W. Thompson

et al.

Abstract: Key indicatorsSingle-crystal X-ray study T = 100 K Mean (C-C) = 0.002 Å R factor = 0.037 wR factor = 0.096 Data-to-parameter ratio = 12.7For details of how these key indicators were automatically derived from the article, see

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2010

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Robinson Annulation

2010

Comprehensive Organic Name Reactions and Reagents

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The synthesis of α,β‐unsaturated cyclohexanone resulting from the attachment of four carbon units to a ketone's carbonyl and α‐carbon atom, respectively is generally referred to as the Robinson annulation. In addition, the corresponding reaction involving a nitrogen atom is similarly called as the aza ‐Robinson annulation. The reaction has been promoted by K 2 CO 3 under ultrasound and the solid‐supported reaction under microwave irradiation. This reaction has been applied in the synthesis of steroids.

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Robinson Annulation

2010

Comprehensive Organic Name Reactions and Reagents

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(±)-(cis-8a-Hydroxy-2-oxoperhydronaphthalen-4a-yl)propanenitrile: hydrogen bonding in a Robinson-annulation intermediate

Abstract: Key indicatorsSingle-crystal X-ray study T = 100 K Mean (C-C) = 0.002 Å R factor = 0.037 wR factor = 0.096 Data-to-parameter ratio = 12.7For details of how these key indicators were automatically derived from the article, see

Cited by 1 publication

References 3 publications

Robinson Annulation

Robinson Annulation

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