Translating Nature’s Library: The Bryostatins and Function‐Oriented Synthesis
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For pertinent discussions see:
Sheldon R. A., 1992, Chem. Ind., 903
Anastas P. T., 1998, Green Chemistry Theory and Practice
Mann J., 2003, Nat. Rev., 143
For some recent examples see:
Wender P. A., 2007, Drug Discovery Research: New Frontiers in the Post‐Genomic Era, 127
Mehla R., 2010, PLoS ONE, 5
Suffness M., 1995, Taxol: Science and Applications
For current clinical information see:http://clinicaltrials.gov;
For reviews of PKC see:
For recent reviews of synthetic approaches to the bryostatins see:
Pettit G. R., 1992, Anti‐Cancer Drug Des., 7, 101
For additional and impressive examples of this dioxane design opportunity see:
B. Lippa Ph.D. Dissertation Stanford University Stanford CA 1999.
P. A. Wender J. L. Baryza S. E. Brenner B. A. DeChristopher B. A. Loy A. J. Schrier V. A. Verma Proc. Natl. Acad. Sci.USA2011 in press.
S. E. Brenner Ph.D. Dissertation Stanford University Stanford CA 2004;
J. L. Baryza Ph.D. Dissertation Stanford University Stanford CA 2005.
Prepared in one step from ethyl acetoacetate.
Prepared in 4 steps and ∼95 % ee from acrolein and benzyl alcohol using an asymmetric allylation to set the C3 configuration.
For applications of ring closing metathesis processes in total synthesis see:
For recent reviews of applications of the Prins reaction and cyclization see:
For application of this reagent in bryostatin and analog synthesis see refs. [36] [38] and [42];
For several recent examples see: