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| Intramolecular Oxonium-Ene Reaction: Scope and Mechanistic Studies | |
| 引用本文： | HU,Li-Hua JI,Shun-Jun CHENG,Hin-Soon LOH,Teck-Peng. Intramolecular Oxonium-Ene Reaction: Scope and Mechanistic Studies[J]. 有机化学, 2004, 24(Z1): 265 |
| 作者姓名： | HU Li-Hua JI Shun-Jun CHENG Hin-Soon LOH Teck-Peng |
| 作者单位： | HU,Li-Hua（Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006, China） JI,Shun-Jun（Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006, China） CHENG,Hin-Soon（Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543） LOH,Teck-Peng（Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543） |
| 摘 要： | Substituted tetrahydrofurans are widely used as synthetic intermediates and they are also featured widely in natural products. Among the many methods available for the synthesis of this class of compounds, intramolecular-ene reaction is one of the most attractive methods. Recently, Lob group has established a convergent approach to various cyclic ethers via an intramolecular (3,5)-oxonium-ene type cyclizations.[1,2] We employed E-homoallylic alcohols with aldehydes using indium triflate as a catalyst to study intramolecular (3,5)-oxonium-ene type cyclizations, with the yields ranging from 37% to 95% and the selectivities de from 60 : 40 to 99; 1. |
Intramolecular Oxonium-Ene Reaction:Scope and Mechanistic Studies |
|
| HU,Li-Hua,JI,Shun-Jun,CHENG,Hin-Soon,LOH,Teck-Peng. Intramolecular Oxonium-Ene Reaction:Scope and Mechanistic Studies[J]. Chinese Journal of Organic Chemistry, 2004, 24(Z1): 265 | |
| Authors: | HU Li-Hua JI Shun-Jun CHENG Hin-Soon LOH Teck-Peng |
| Abstract: | Substituted tetrahydrofurans are widely used as synthetic intermediates and they are also featured widely in natural products. Among the many methods available for the synthesis of this class of compounds, intramolecular-ene reaction is one of the most attractive methods. Recently, Lob group has established a convergent approach to various cyclic ethers via an intramolecular (3,5)-oxonium-ene type cyclizations.[1,2] We employed E-homoallylic alcohols with aldehydes using indium triflate as a catalyst to study intramolecular (3,5)-oxonium-ene type cyclizations, with the yields ranging from 37% to 95% and the selectivities de from 60 : 40 to 99; 1. |
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