Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 1, Pages 268-274Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo048305+
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An asymmetric synthesis was developed for the production of a prostaglandin D-2 receptor antagonist for the treatment of allergic rhinitis. The stereogenic center was set using asymmetric allylic alkylation chemistry, and the core of the structure was constructed via Pd-catalyzed N-cyclization/Heck methodology. The synthesis relies on a late stage indoline oxidation which does not racemize the product.
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