Journal
ORGANIC LETTERS
Volume 12, Issue 8, Pages 1816-1819Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol100427v
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- NSERC (Canada)
- FQRNT (Quebec)
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We report a macrocycle route toward aliskiren, a drug presently marketed for the treatment of hypertension, using a highly stereocontrolled approach starting from a common isopropyl chiron. Highlights of the synthesis include a challenging RCM reaction to produce a nine-membered unsaturated lactone, a highly stereoselective catalytic Du Bois aziridination, and a regio- and diastereoselective aziridine ring-opening to a vicinal amino alcohol.
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