Boeckman, R. K., Jr.; Wang, H.; Rugg, K. W.; Genung, N. E.; Chen, K.; Ryder, T. R. Org. Lett. 2016, 18, 6136-6139.

The convergent total synthesis of the manzamine alkaloid (−)-nakadomarin A is described. The retrosynthetic analysis recognized spirocycle 3, assembled via an organocatalyst-promoted Michael addition/cyclization between bicyclic lactam 4 and furan aldehyde 5, both accessible from achiral starting materials and on a multigram scale. Lactam 4 is assembled through an SN2′/reduction/Staudinger/retro-aza-Claisen sequence on scale. After spirocyclization, the synthesis of nakadomarin is completed in only six steps.

"Join Charles and his SSG section as they explore the magnificent Leonardo DiCaprio's amazing oeuvre of works that includes Titanic, The Wolf of Wall Street, and, how can we forget, The Revenant, the movie that finally won him the holy grail of awards he has long been seeking."

Umezaki, S.; Yokoshima, S.; Fukuyama, T. Org. Lett. 2013, 15, 4230-4233.

A total synthesis of lysergic acid was accomplished. Key features of our synthesis include stereoselective construction of the stereogenic centers at the allylic positions by using the Evans aldol reaction, and a sequential process with a ring-closing metathesis and an intramolecular Heck reaction to construct the C and D rings.

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Nagasawa, T.; Kuwahara, S. Org. Lett. 2013, 15, 3002-3005.

A concise synthesis of an intermediate of lactimidomycin, a glutarimide-containing macrocyclic polyketide produced by an actinomycete, has been accomplished in 35% overall yield from a known vinylketene silyl N,O-acetal by a 10-step sequence that involves two types of asymmetric aldol reactions to install all the stereocenters, the Stille coupling to set up the whole carbon famework, and the Yamaguchi lactonization to construct the 12-membered macrolactone ring.

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Arai, K.; Buonamici, S.; Chan, B.; Corson, L.; Endo, A.; Gerard, B.; Hao, M.-H.; Karr, C.; Kira, K.; Lee, L.; Liu, X.; Lowe, J. T.; Luo, T.; Marcaurelle, L. A.; Mizui, Y.; Nevalainen, M.; O'Shea, M. W.; Park, E. S.; Perino, S. A.; Prajapati, S.; Shan, M.; Smith, P. G.; Tivitmahaisoon, P.; Wang, J. Y.; Warmuth, M.; Wu, K.-M.; Yu, L.; Zhang, H.; Zheng, G.-Z.; Keaney, G. F. Org. Lett. 2014, 16, 5560-5563.

A total synthesis of the natural product 6-deoxypladienolide D has been achieved. Two noteworthy attributes of the synthesis are a late-stage allylic oxidation which proceeds with full chemo-, regio-, and diastereoselectivity and the development of a scalable and cost-effective synthetic route to support drug discovery efforts. 6-Deoxypladienolide D demonstrates potent growth inhibition in a mutant SF3B1 cancer cell line, high binding affinity to the SF3b complex, and inhibition of pre-mRNA splicing.

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