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Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 4: Preparation of Fragment C7-24
Coupling of C9-14 (4) and C15-21 (5a) fragments to produce the cis-trisubstituted olefin was achieved using Suzuki-type coupling conditions employed by Marshall (5a/tert-BuLi/B-OMe-9-BBN added toExpand
Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 2: Synthesis of Fragments C1-6 and C9-14
Kilogram-scale syntheses of fragments C1-6 (6) and C9-14 (4) of (+)-discodermolide from common precursor 3 are described. Improved procedures for each step of both fragments were developed byExpand
Large-Scale Synthesis of the Anti-Cancer Marine Natural Product (+)-Discodermolide. Part 5: Linkage of Fragments C1-6 and C7-24 and Finale
The finale of the large-scale preparation of 60 g of the highly complex marine natural product, (+)-discodermolide (1), using a hybridized Novartis−Smith−Paterson synthetic route is presented. ThisExpand
Large-scale synthesis of the anti-cancer marine natural product (+)-discodermolide. Part 1: Synthetic strategy and preparation of a common precursor
The synthetic strategy for producing multigram quantities of (+)-discodermolide (1) using a hybridized Novartis−Smith−Paterson synthetic route via common precursor 3 is described. In the first partExpand
Synthesis of Terfenadine Carboxylate
Abstract A synthesis of terfenadine carboxylate, 1, a metabolite of terfenadine 2, is described. In the key step, the sodium salt of 2-(4-bromophenyl)-2-methylpropionic acid, 7, was lithiated via aExpand
A new, economical, practical and racemization-free method for the reductive removal of 2-oxazolidinones from N-acyloxazolidinones with sodium borohydride
Abstract A new, economical, practical and racemization-free method for the reductive removal of 2-oxazolidinones by a reduction of N-acyloxazolidinones with sodium borohydride in THF and water isExpand
Optimization and scale-up of the grandberg synthesis of 2-methyltryptamine
An efficient, safe, and cost-effective synthesis of 2-methyltryptamine (2), a key starting material in the synthesis of the histone deacetylase inhibitor LBH589 (1) is described. The reaction ofExpand
Principles of Process Research and Chemical Development in the Pharmaceutical Industry
The Ideal. Impure Thoughts. Going All the Way. Resolutions. Mirrors. Au Naturel. Radiant. License. The Future. Index.
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