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 | Special issue | Vol 54, No. 1, 2001, pp.101-104
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)62
Samarium(II) Iodide-mediated Intramolecular Aldol-type Cyclization

Masakazu Sono, Yasuyo Nakashiba, Katsuyuki Nakashima, Shigeru Takaoka, and Motoo Tori*

*Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-machi, Tokushima, 770-8514, Japan


The α-substituted α,β-epoxy ketone having a formyl group in the molecule reacted with samarium(II) iodide to afford cyclized spiro ketones formed by an intramolecular aldol-type reaction. However, in the presence of proton source the ratio of spiro products decreased and the yield of hydrindanone increased. The α-substituted α,β-unsaturated cyclopentenone derivative smoothly cyclized into the same hydrindanone.