Journal of Organic Chemistry p. 2721 - 2724 (1986)
Update date:2022-08-04
Topics:
Nelson, Keith A.
Mash, Eugene A.
An efficient, enantioselective preparation of (R)-muscone employing a diastereoselective Simmons-Smith cyclopropanation is described.Cyclopropanation is directed via chelation control by a homochiral ketal protecting group derived from unnatural tartaric acid.The overall yield of (R)-muscone (>95percent R) from commercially available cyclopentadecanone is 60percent over seven steps.
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