Tetrahedron letters

Diastereotopic group selectivity at a prostereogenic carbon center: Synthesis of (±)-syn-4, 8-dimethyldecanal

SL Schreiber, B Hulin

文献索引：Schreiber, Stuart L.; Hulin, Bernard Tetrahedron Letters, 1986 , vol. 27, # 38 p. 4561 - 4564

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被引用次数: 17

摘要

Abstract A group selective dealkylation reaction of a bridged ketal with trimethylsilyl iodide serves to control stereochemistry at carbon centers that are separated by five atoms. In combination with the iron/copper promoted fragmentation reaction of a hydroperoxide, a new synthesis of (±)-syn-4, 8-dimethyldecanal has been achieved.