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Application of Stereoselective Ether Transfer to the Synthesis of Isotactic Polyethers

  作者 LIU KAI; ARICO JOSEPH W; TAYLOR RICHARD E  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-12;  页码  3953-3957  
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[摘要]An efficient, convergent synthetic strategy has been developed which enables the synthesis of a series of naturally occurring isotactic polymethoxy compound. Ether transfer followed by a hydride work up enables simultaneous, diastereoselective production of two met hoxy centers in a single step. High yields and diastereoselectivity are observed even in stereochemically rich, polyoxygenated systems. Direct generation of bis-methyl ether moieties from methoxymethyl ethers minimizes the need for typical protective group strategies and the use of expensive methyl transfer reagents. Moreover, the simultaneous generation of a terminal primary iodide serves as a coupling partner for the generation of higher order congeners.

 
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