Journal
ORGANIC LETTERS
Volume 10, Issue 4, Pages 613-616Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol702957z
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Funding
- NCI NIH HHS [R01 CA152314, R01 CA070375] Funding Source: Medline
- NIGMS NIH HHS [R01 GM068011-08, GM068011, R01 GM068011] Funding Source: Medline
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A scaleable synthesis of the potent histone deacetylase (HDAC) inhibitor FK228 is described. A reliable strategy for preparing the key,beta-hydroxy mercapto heptenoic acid partner was accomplished in nine steps and 13% overall yield. A Noyori asymmetric hydrogen-transfer reaction established the hydroxyl stereochemistry in >99:1 er via the reduction of a propargylic ketone.
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