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Synfacts 2006(8): 0752-0752
DOI: 10.1055/s-2006-941935
DOI: 10.1055/s-2006-941935
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of (+)-Compactin
J. Robichaud*, F. Tremblay
Merck Frosst Canada Ltd., Québec, Canada
Further Information
Publication History
Publication Date:
21 July 2006 (online)
![](https://www.thieme-connect.de/media/synfacts/200608/lookinside/thumbnails/10.1055-s-2006-941935-1.jpg)
Significance
Compactin inhibits HMG-CoA reductase, the rate-controlling enzyme in cholesterol biosynthesis. The synthesis of an advanced intermediate diol J towards the synthesis of (+)-Compactin features MacMillan’s organocatalytic Mukaiyama-Michael reaction to introduce the first stereocenter which then controls the formation of the remaining three chiral centers.