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: purchase@heterocycles.com

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

Review | Regular issue | Vol 81, No. 12, 2010, pp.2719-2747
Published online, 17th November, 2010
DOI: 10.3987/REV-10-683
Development of Samarium Diiodide-Promoted Regioselective Carbon-Carbon Bond Cleavage Reaction of γ-Halo- and ε-Halo-α,β-unsaturated Carbonyl Compounds: Application to the Synthesis of Biologically Active Natural Products

Toshio Honda*

*Faculty of Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan

Abstract

Samarium diiodide (SmI2), a mild and selective one electron transfer reagent, has been utilized in a wide range of synthetic transformations. Among the various reactions developed for SmI2, we focused on its use for fragmentation reactions, and established a regioselective carbon-carbon bond cleavage reaction of γ-halo carbonyl compounds. Utilization of this strategy in the synthesis of various types of biologically active natural products is discussed in this review article.