George Condo's The Young Sailor (2012) is to lead a contemporary art sale at Phillips in London on July 3 with a £150,000-250,000 ($255,367-425,612) estimate.
The painting shows a face marred by blocks, mirroring the work of the cubists, and is one of a series he produced using this motif.
Much of Condo's work is driven by an attempt to relay the complexity and duality of the mind. He told the Guardian in February of this year: "Picasso painted a violin from four different perspectives at one moment.
"I do the same with psychological states. Four of them can occur simultaneously."
His auction record stands at $1.3m, set for The Manhattan Strip Club at Christie's New York in 2012.
Sam Francis' Join the Chaos will prove another highlight with a £100,000-150,000 ($170,245-255,367) estimate.
Francis (1923-1994) came under the influence of Tachisme - a movement often described as the European answer to abstract expressionism - while living in Paris during the 1950s
In 2010, a painting titled Middle Blue (1957) sold for $6.3m at auction.
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