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Novel lavendamycin analogues as antitumor agents: synthesis, in vitro cytotoxicity, structure-metabolism, and computational molecular modeling studies with NAD(P)H:quinone oxidoreductase 1.
Novel lavendamycin analogues with various substituents were synthesized and evaluated as potential NAD(P)H:quinone oxidoreductase (NQO1)-directed antitumor agents. Pictet-Spengler condensation ofExpand
Synthesis of (±)-Tetrabenazine by Visible Light Photoredox Catalysis.
(±)-Tetrabenazine was synthesized in six steps from commercially available compounds. The key cyclization substrate was assembled rapidly via Baylis-Hillman and aza-Michael reactions. Annulation ofExpand
Enantioselective total synthesis of (-)-citrinadin A and revision of its stereochemical structure.
The first enantioselective total synthesis of (-)-citrinadin A has been accomplished in 20 steps from commercially available materials via an approach that minimizes refunctionalization andExpand
Enantioselective Total Syntheses of Citrinadins A and B. Stereochemical Revision of Their Assigned Structures
The concise, enantioselective total syntheses of (−)-citrinadin A and (+)-citrinadin B in a total of only 20 and 21 steps, respectively, from commercially available starting materials are described.Expand
Visible light photooxidative cyclization of amino alcohols to 1,3-oxazines
1,3-Amino alcohols were prepared to examine how structure affects the oxidation of tertiary amines in visible light photocatalysis. These substrates were cyclized to produce oxazines following theExpand
Synthesis of (+)-didemniserinolipid B: application of a 2-allyl-4-fluorophenyl auxiliary for relay ring-closing metathesis.
The synthesis of didemniserinolipid B utilizing a ketalization/ring-closing metathesis (K/RCM) strategy is described. In the course of this work, a novel 2-allyl-4-fluorophenyl auxiliary for relayExpand
Synthesis of (+)-didemniserinolipid B via ketalization/ring-closing metathesis.
A modular synthesis of didemniserinolipid B is reported. Central to this synthesis was the use of a ketalization/ring-closing metathesis (K/RCM) strategy to establish theExpand
Enantioselective Total Synthesis of (-)-Citrinadin A and Revision of Its Stereochemical Structure.
For the first time, the synthesis of title compound (I) is accomplished in 20 steps from commercially available materials.
Synthesis of thromboxane B2 via ketalization/ring-closing metathesis.
Total synthesis of thromboxane B2 using intermolecular ketalization followed by ring-closing metathesis is reported. Other key steps include a Sharpless asymmetric epoxidation to form an oxirane onExpand
6.02 Synthesis of Amines and Ammonium Salts
This chapter reviews displacement reactions to prepare amines and ammonium ions that involve nitrogen nucleophiles. The first part presents substitution reactions of halide and sulfonate leavingExpand