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Grammy-nominated Sacha Boutros sings Sinatra

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It wasn’t that long ago when Sacha Boutros sang Barbra Streisand’s hits at San Diego’s Martinis Above Fourth Table + Stage.

The Grammy-nominated jazz singer next takes on Frank Sinatra tomorrow, 8 p.m.-9:30 p.m., back at Martinis Above Fourth, located on 3940 4th Ave., Second Floor, San Diego.

Never one to sit still, Boutros is always searching for the next thrill, conquering one musical style after another, making it her own. She came late to the jazz party, blossoming as a singer during her last year at the University of San Diego — on a sports and academic scholarship. “I [eventually] left [college] and flipped over to music,” she said. “I always felt like I was born in the wrong time. Growing up, I loved Sinatra, the ‘30s and ‘40s, and that whole golden age of Hollywood. I always fantasized about the music and living in that time.”

Her 2008 debut album, “Simply Sacha,” won over critics, colleagues, and a mainstream audience with its charming mix of jazz, Latin jazz, pop, bossa nova, and swing, in five languages. Boutros’ range, vocal depth, and emotional reach, not to mention songwriting skills, caught the notice of the Grammy panel, receiving a nomination as best new jazz album. It’s still on rotation as one of the top 10 jazz and Latin jazz albums of that year in the U.S. and Japan.

Her most recent album, “NY After Dark,” codifies jazz standards for the mainstream with some superlative jazz sidemen, including trumpeter Terell Stafford and drummer Lewis Nash. When Boutros puts on songs like “Gee Baby Ain’t I Good To You” or her original “I Have Thought Of You,” they become radio-friendly hits, removing the cobwebs with an adult contemporary polish that’s blinding.

Through many sold-out, jam-packed shows, Boutros has proven she can sing classical, Bel Canto opera, pop, some swing, Latin jazz, jazz, Barbra Streisand, and now, Sinatra — transcending any genre barrier. She plans to sing some of Sinatra’s biggest hits and other surprises from his catalogue.

Doors open 6 p.m. Premier seating for “Sacha Sings Sinatra” is $35 ($20 reserved, $15 food/drink minimum). Call (619) 400-4500.

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