Journal
ORGANIC LETTERS
Volume 8, Issue 7, Pages 1283-1286Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol052948+
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- NIGMS NIH HHS [R01 GM050151-13, R01 GM050151, GM50151] Funding Source: Medline
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The synthesis of (+)-Sch 642305 (1) has been completed in 17 steps in 1.6% overall yield. Transannular Michael reaction of 2b with NaH in THF provided cyclohexenone 23 stereospecifically. Heating 23 in TFA/CDCl3 provided a 3:1 equilibrium mixture of 23 and 25, which was hydrolyzed to give (+)-6-epi-Sch 642305 (24) and (+)-Sch 642305 (1), respectively.
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