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The Aldol and Claisen Reactions: Crash Course Organic Chemistry #44

2022-01-26

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Organic chemistry is a great workout for your brain, and to keep its energy up, your brain needs glucose. To maintain blood glucose levels, our bodies go through a process called gluconeogenesis, which involves the important type of organic reaction we’re getting into today: aldol reactions! In this episode of Crash Course Organic Chemistry, we’ll learn what an aldol is, as well as how aldol reactions work and what they do. Plus we’ll learn about a similar reaction, Claisen condensation.

Episode Sources:

Claisen, L., 1887. Ueber die einführung von säureradicalen in ketone. Berichte der deutschen chemischen Gesellschaft, 20(1), pp.655-657.

Series Penicillin References:

Nicolaou, K. C., & Sorensen, E. J. (1996). Classics in total synthesis: targets, strategies, methods. John Wiley & Sons.

Sheehan, J. C. (1982). The enchanted ring: the untold story of penicillin.

Primary literature for Sheehan’s penicillin synthesis: Sheehan, J.C. & Izzo, P.T. J. Am. Chem. Soc. 1948, 70, 1985; Sheehan, J.C. & Izzo, P.T. J. Am. Chem. Soc. 1949, 71, 4059; Sheehan, J.C. & Bose A.K. J. Am. Chem. Soc. 1950, 72, 5158; Sheehan, J.C., Buhle, E.L, Corey E.J., Laubach, G.D. & Ryan J.J. J. Am. Chem. Soc. 1950, 72, 3828; Sheehan, J.C. & Laubach, G.D. J. Am. Chem. Soc. 1951, 73, 4376; Sheehan, J.C. & Hoff, D.R. J. Am. Chem. Soc. 1957, 79, 237; Sheehan, J.C. & Corey E.J. J. Am. Chem. Soc. 1951, 73, 4756

Series Sources:

Brown, W. H., Iverson, B. L., Ansyln, E. V., Foote, C., Organic Chemistry; 8th ed.; Cengage Learning, Boston, 2018.

Bruice, P. Y., Organic Chemistry, 7th ed.; Pearson Education, Inc., United States, 2014.

Clayden, J., Greeves, N., Warren., S., Organic Chemistry, 2nd ed.; Oxford University Press, New York, 2012.

Jones Jr., M.; Fleming, S. A., Organic Chemistry, 5th ed.; W. W. Norton & Company, New York, 2014.

Klein., D., Organic Chemistry; 1st ed.; John Wiley & Sons, United States, 2012.

Louden M., Organic Chemistry; 5th ed.; Roberts and Company Publishers, Colorado, 2009.

McMurry, J., Organic Chemistry, 9th ed.; Cengage Learning, Boston, 2016.

Smith, J. G., Organic chemistry; 6th ed.; McGraw-Hill Education, New York, 2020.

Wade., L. G., Organic Chemistry; 8th ed.; Pearson Education, Inc., United States, 2013.

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Enols and Enolates - Reactivity, Halogenation, and Alkylation: Crash Course Organic Chemistry #43 by CrashCourse
/youtube/video/gZ7pMORZ6U0
Introduction
/youtube/video/eCBW1wlHt2k?t=0
Aldols
/youtube/video/eCBW1wlHt2k?t=70
Aldol Reactions
/youtube/video/eCBW1wlHt2k?t=155
Elimination Mechanisms
/youtube/video/eCBW1wlHt2k?t=235
Acidcatalyzed Aldol
/youtube/video/eCBW1wlHt2k?t=298
Penicillin
/youtube/video/eCBW1wlHt2k?t=382
Claisen Condensation
/youtube/video/eCBW1wlHt2k?t=499
Cross Claisen Condensation
/youtube/video/eCBW1wlHt2k?t=610
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