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Synlett 2000; 2000(9): 1324-1326
DOI: 10.1055/s-2000-7156
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2-Siloxy-4-furanyl Anion: Remarkable Solvent Effect on Its Nucleophilicity

Zhili Xin* , Guo Zhu Zheng, Andrew O. Stewart
  • *Abbott Laboratories, Dept. 4PM, Bldg. AP9A LL, 100 Abbott Park Road, Abbott Park, IL 60064-6115, USA; Fax (8 47) 9 38 00 72; E-mail: guozhu.zheng@abbott.com
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Publication Date:
31 December 2000 (online)

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A significant solvent effect was observed for 2-triisopropylsiloxyl-4-furanyllithium complex (II) in nucleophilic addition of ketones. THF was found to be the best solvent in terms of yields and diastereoselectivity.

furanyl - nucleophilic addition - diastereoselective - solvent effect - aggregation

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