ChemInform Abstract: Use of Metalated Allylic Ethers for the Elaboration of Vicinally Trisubstituted Linear Substrates or Cyclopropyl Carbinols.
Abstract
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ChemInform Abstract
The carbometalation of secondary allylic ethers (I) by allylic zinc reagents is investigated. Thus, the reaction of (I) and (II) in ether leads to a mixture of diastereomers (III) and (IV) which is converted into ethers (V) and (VI) by iodoetherification. However, the MOM ether (VII) gives with (Ib) in ether by treatment with MgBr2 diastereoselectively the trans cyclopropyl carbinol (VIII).
