Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 25, Pages 9334-9337Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja404401f
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Funding
- NIH [GM090259]
- NSF [CHE-1213596]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1213596] Funding Source: National Science Foundation
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The first total syntheses and structural elucidation of cryptocaryol A and ayptocaryol B were achieved in 23 and 25 linear steps, respectively. The synthesis relied on the use Of a key pseudo-C, symmetric pentaol intermediate, which in a stereochemically divergent manner was converted into either enantiomer as well as diastereomers. This synthetic effort enabled the first structure-activity relationships of this class of PDCD4 stabilizing natural products.
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