Abstract
Recently, alkylation, alkenylation, and arylation of 4-cyclopentene-1,3-diol monoacetate have been published to produce 4-substituted-2-cyclopenten-1-ols (1,4- isomers) or 2-substituted-3-cyclopenten-1-ols (1,2-isomers). The product selectivity is usually high, and hence the products will provide a new access to the cyclopentanoids. This review describes scope and limitation of these reactions, synthetic advantages, comparison with the previous methods which also afford the same type of products indirectly or by using different substrates. In the latter part of this review, application of these reactions to synthesis of 12-oxo-PDA, OPC-8:0, Δ7-PGA1 methyl ester, the primary PG intermediates are presented.
Keywords: carbon nucleophiles, monoacetate, 4-cyclopentanoids, 4-substituted-2-cyclopenten-1-ols
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Related Books
Advances in Organic Synthesis
The Synthetic Methods, Structures, and Properties of the Ca-C σ Bond Organocalcium Containing Compounds
Advances in Organic Synthesis
Chemistry of Bipyrazoles: Synthesis and Applications
Advances in Organic Synthesis
Advanced Nanocatalysis for Organic Synthesis and Electroanalysis
Advances in Organic Synthesis
Advances in Organic Synthesis
4