Installation of Carbon Nucleophiles onto Monoacetate of 4-Cyclopentene-1,3-diol and Synthesis of Cyclopentanoids

摘要

Recently, alkylation, alkenylation, and arylation of 4-cyclopentene-1,3-diolnmonoacetate have been published to produce 4-substituted-2-cyclopenten-1-ols (1,4-nisomers) or 2-substituted-3-cyclopenten-1-ols (1,2-isomers). The product selectivity isnusually high, and hence the products will provide a new access to the cyclopentanoids.nThis review describes scope and limitation of these reactions, synthetic advantages,ncomparison with the previous methods which also afford the same type of productsnindirectly or by using different substrates. In the latter part of this review, application ofnthese reactions to synthesis of 12-oxo-PDA, OPC-8:0, D7n-PGA1 methyl ester, the primarynPG intermediates are presented.