Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 78, Issue 2, Pages 455-465Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo302362b
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Funding
- NSF of China [20832005, 21072160]
- National Basic Research Program (973 Program) of China [2010CB833200]
- Fundamental Research Funds for the Central Universities of China [201112G001]
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The enantioselective total syntheses of the potent immunosuppressant FR901483 (1) and its 8-epimer (47) have been accomplished. Our approach features the use of building block 6 as the chiron, the application of the one-pot amide reductive bis-alkylation method to construct the chiral aza-quaternary center (dr = 9:1), regio- and diaster-eoselective intramolecular aldol reaction to build the bridged ring, and RCM to form the 3-pyrrolin-2-one ring.
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