Synthesis of the key intermediates leading toward a stereoselective total synthesis of (±) cycloseychellene

Date
1980
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Abstract

The construction of some important intermediates leading to a total synthesis of (±)-cycloseychellene are discussed. The synthetic approach contains a reductive lactonization which leads to a separation of isomer 28 with proper stereochemistry in an early stage of the proposed scheme. Preparation of the requisite bicyclic structure contained within (±)-cycloseychellene (1) was accomplished in a series of efficient, good yield synthetic steps. Finally, the transformation of bicyclic intermediate 29b to tricyclic ketone 30 with pyridinium chlorochromate (PCC) is also presented. [...]

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Keywords
Organic compounds--Synthesis
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