Publications by authors named "Hao-Hua Huo"
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 diastereoselective intramolecular aldol reaction to build the bridged ring, and RCM to form the 3-pyrrolin-2-one ring.
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- - A formal enantioselective total synthesis of the immunosuppressant FR901483 was successfully completed.
- - The synthesis began with chiron 6 and utilized a one-pot amide reductive bisalkylation method to create a chiral center with a high selectivity ratio (dr = 9:1).
- - Key steps included a regio- and diastereoselective intramolecular aldol reaction to form the bridged ring, followed by ring closing metathesis to construct the final 3-pyrrolin-2-one ring.