RSC Publishing


Publishing

 

Cover image for Organic & Biomolecular Chemistry, select for current issue

Organic & Biomolecular Chemistry

The international home of synthetic, physical and biomolecular organic chemistry.




Hot Article: Taking the strain off spiropentane synthesis


17 July 2009

US chemists have developed an easy, direct route to a class of small, strained organic molecules that could be used in drug discovery.

Richard Hsung and colleagues, at the University of Wisconsin, Madison, reacted zinc carbenoids with allenamides  - a method known as Simmons-Smith cyclopropanation - to make amino-spiro[2,2]pentanes. Amino-spiro[2,2]pentanes are useful for a range of biological and medicinal studies, such as constructing deoxyribonucleotide analogues, but scientists have put little effort into finding good ways to make them, says Hsung. The Simmons-Smith method is efficient and general and is the most direct route to these chemically and biologically interesting compounds, he claims.

Synthesis of amido-spiro[2.2]pentanes via Simmons-Smith cyclopropanation of allenamides

'While we were unable to attain high levels of diastereoselectivity, and while both diastereomers would be of interest in the context of biological studies, we intend to resolve this issue through examining an array of available asymmetric cyclopropanation tools,' comments Hsung.

 


Also of interest

PCCP

Highest ever impact factor for OBC

22 June 2009

Newly released ISI citation data show that OBC's Impact Factor has risen by over 12%


Read OBC's Perspectives

Easy-to-read articles covering current areas of interest.

Read OBC's Emerging Areas

Short personal accounts of a new area of research.

OBC Hot articles

View OBC's HOT articles