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Tom Blum, who leads a group called Neighbors Against Ramaz Tower, opposes this plan.

“It bothers us that a religious school is playing real estate games the way Donald Trump does,” Mr. Blum said, “not as they should be doing as a good neighbor.” He emphasized that there was unconditional support for building a new Ramaz school, but he said that the plan for a residential tower above it had come as a shock.

With the combined air rights, the tower would rise more than 100 feet above what the applicable zoning currently allows. Some neighbors, like Mr. Blum, are worried about losing their views, and although a number of local buildings are as tall as the proposed tower, few of them are midblock, as the synagogue and the school are.

Critics also say the synagogue is one of the city’s wealthiest, implying that a few hefty donations would render the residential tower unnecessary. But in the opinion of Rabbi Lookstein, the matter is not that simple. “There’s a limit to what people can give,” he said.

Nine cities are invited to compete for the prize of securing the portrait gallery. Toronto is on the list, along with Halifax, Quebec City, Ottawa-Gatineau, Montreal, Winnipeg, Edmonton, Calgary and Vancouver. The catch: this will be a private/public partnership.

Translation: someone in the lucky city that wins gets to pay the bills so that Stephen Harper's government won't have to.

The federal government wants nine cities across Canada to compete for the right to host the national portrait gallery originally slated to open in Ottawa.

"Our government has set forth the notion that national cultural institutions do not necessarily have to be located in the national capital," said Heritage Minister Josée Verner at a news conference Friday announcing what she called "a bold and innovative step."