Samarium diiodide-promoted intramolecular radical cyclization of (η4-diene)Fe(CO)3 complexes bearing keto side chains

Ming Chang P. Yeh*, Fu Chun Wang, Jin Juean Tu, Sun Chi Chang, Cheng Chiang Chou, Jin Wei Liao

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

14 引文 斯高帕斯(Scopus)

摘要

Reaction of samarium diiodide with (η4-cyclohexadiene)Fe(CO)3 complexes bearing keto side chains in THF/HMPA/t-BuOH gives fused bicyclo[4.3.0]nonenol derivatives, whereas (η4-cycloheptadiene)Fe(CO)3 analogues produce a bicyclo[5.3.0]decenol ring skeleton. The iron-mediated intramolecular radical addition allows for the direct stereocontrol of three contiguous stereogenic centers of these fused bicyclic skeletons. Under the same reaction conditions, intramolecular ketyl radical cyclization of acyclic (η4-1,3-butadiene)Fe(CO)3 complexes with keto side chains at the terminal position of the diene ligands furnishes disubstituted cyclopentanol and cyclohexanol derivatives with excellent diastereoselectivity.

原文英語
頁(從 - 到)5656-5662
頁數7
期刊Organometallics
17
發行號26
DOIs
出版狀態已發佈 - 1998

ASJC Scopus subject areas

  • 物理與理論化學
  • 有機化學
  • 無機化學

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