Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact:

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 27, No. 7, 1988, pp.1575-1583
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4555
An Intramolecular Ring Contraction Approach to the Synthesis of Indolizidine Alkaloids

Emmanuel Zeller and David S. Grierson*

*Institut des Chimie des Substances Naturelles, C.N.R.S., 1 avenue de la Terrasse, Bat. 27, 91198 Gif-sur-Yvette Cedex, France


Reaction of the anion of synthon 5 with PrBr followed by reductive decyanation gave the key intermediate 8. Ring opening of 8, a treatment with diethyl cyanophosphonate, produced 9. Compound 9 reacted with K ptus 18-crown-6 in THF to give a 9:1 mixture of indolizidines 10 and 11.