A stereocontrolled total synthesis of (+,-)-renieramycin A
Date
1992
Authors
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Abstract
A novel synthetic route via iterative condensations of piperazinedione and substituted benzaldehydes has resulted in the first total synthesis of the complex antibiotic, renieramycin A 1a. Salient features include an acyliminium ion-mediated construction of a diazabicyclo (3.3.1) nonane nucleus, which allows for stereoselective hydrogenation and benzylic oxidation. The stereochemistry of the angelate side chain was unequivocally determined by X-ray crystallographic analysis of the penultimate intermediate, 67b. (DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI)
Description
Advisor
Degree
Doctor of Philosophy
Type
Thesis
Keywords
Organic chemistry, Pharmaceutical chemistry
Citation
Linton, Steven Douglas. "A stereocontrolled total synthesis of (+,-)-renieramycin A." (1992) Diss., Rice University. https://hdl.handle.net/1911/16531.
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