Rad Ref Librarian Dena M suggests:
Here is a list of books from a bibliography that can be found on the website of Jews Against the Occupation: www.jatonyc.org. I would draw your attention to the following title on the list: While Messiah Tarried: Jewish Socialist Movements, 1871-1917. There are other good ones here too.
Jews and Judaism on the Left
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Daniel Boyarin, A Radical Jew: Paul and the Politics of Identity (Berkeley: University of California Press, 1994).
Mark H. Ellis, Israel and Palestine−Out of the Ashes: The Search for Jewish Identity in the Twenty-First Century (London and Sterling, VA: Pluto Press, 2002).
Seth Farber, ed., Rabbis, Prophets, and Peacemakers: Conversations with Jewish Critics of Israel (Monroe, ME: Common Courage Press, 2005).
Nancy L. Green, ed., Jewish Workers in the Modern Diaspora (Berkeley: University of California Press, 1998).
Abraham Joshua Heschel, Moral Grandeur and Spiritual Audacity: Essays, ed. Susannah Heschel (New York: Farrar, Straus & Giroux, 1996).
Joel Kovel, Overcoming Zionism: Creating a Single Democratice State in Israel/Palestine (London: Pluto, 2007).
Michael Lerner, Jewish Renewal: A Path to Healing and Transformation (New York: G.P. Putnam's Sons/HarperPerennial, 1994).
Nora Levin, While Messiah Tarried: Jewish Socialist Movements, 1871-1917 (New York Schocken Books, 1977).
Steven Lubet et. al., eds., Chutzpah: A Jewish Liberation Anthology (San Francisco: New Glide Publications, 1977).
Albert Memmi, The Liberation of the Jew, trans. Judy Hyun (New York: Orion Press, 1966).
Ezra Mendelsohn, ed., Class Struggle in the Pale: The Formative Years of the Jewish Workers' Movement in Tsarist Russia (Cambridge: Cambridge University Press, 1970).
---, Essential Papers on Jews and the Left (New York : New York University Press, 1997).
Jack Nusen Porter and Peter Dreier, eds., Jewish Radicalism: A Selected Anthology (NY: Grove Press, 1973).
Yakov M. Rabkin, A Threat from Within: A Century of Jewish Opposition to Zionism (London: Zed Books, 2006).
Zalman Schachter-Shalomi, Paradigm Shift: From the Jewish Renewal Teachings of Reb Zalman Schachter-Shalomi, ed. Ellen Singer (Northvale, N.J.: Jason Aronson, 1991).
Adam Shatz, ed., Prophets Outcast: A Century of Dissident Jewish Writing about Zionism and Israel (New York: Nation Books, 2004).
Shuldiner, David P., Of Moses and Marx: Folk Ideology and Folk History in the Jewish Labor Movement (Westport, CT and London: Bergin & Garvey, 1999).
Enzo Traverso, The Marxists and the Jewish Question: The History of a Debate, 1843-1943 (Atlantic Highlands: Humanities Press International, 1994).
Arthur O. Waskow, GodWrestling (New York: Schocken Books, 1978).
---, Seasons of Our Joy: A Modern Guide to the Jewish Holidays (Boston: Beacon Press, 1990).
birthright?
I also recommend looking at the Birthright Unplugged trips aimed at North American Jews and is critical of the "Birthright" trips that aim to get young Jews to immigrate to Israel or at least support the country with great enthusiasm.
You can also take a look at the program they are critical of: Birthright Israel.
The Israeli-Born Detroit-based MC Invincible has a song "People Not Places" about "Birthright" trips which is being made into a music video and will feature interviews with anti-Zionist Jews from North America, as well as Palestinians from North America and Palestine.