Efficient construction of the securine A carbon skeleton.

Proc Natl Acad Sci U S A

Sterling Chemistry Laboratory, Department of Chemistry, Yale University, New Haven, CT 06514, USA.

Published: August 2004

Securamine A is a structurally intriguing alkaloid possessing a pyrroloindole core joined via a modified isoprene subunit to a functionalized imidazole ring. Recent synthetic efforts in this laboratory have resulted in the efficient construction of key lactone 36, which undergoes tandem azide reduction/ring expansion to macrolactam 37. Macrolactam 37 possesses the complete macrocyclic core of securamine A.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC514433PMC
http://dx.doi.org/10.1073/pnas.0402274101DOI Listing

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