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Showing papers by "Philip Magnus published in 2012"

Journal Article•DOI•
Formal Synthesis of (±)-Methyl Rocaglate Using an Unprecedented Acetyl Bromide Mediated Nazarov Reaction

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Philip Magnus1, Wesley A. Freund1, Eric J. Moorhead1, Trevor Rainey1•
University of Texas at Austin1
28 Mar 2012-Journal of the American Chemical Society
TL;DR: It has been found that this conversion can be achieved by the use of acetylbromide in excellent yield and results in a strategically very direct route to these antitumor agents.
Abstract: To date the prototype Nazarov cyclization of a cross-conjugated pentadienone to the core structure of the rocaglate natural products has not been successful (9 into 12). It has been found that this conversion can be achieved by the use of acetylbromide in excellent yield and results in a strategically very direct route to these antitumor agents.

48 citations

Journal Article•DOI•
Lewis Acid Catalyzed α-Functionalization of Ketals for the Regioselective Synthesis of α-Carbamoyl Ketals

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Philip Magnus1, Alec J. Brozell1•
University of Texas at Austin1
19 Jul 2012-Organic Letters
TL;DR: Treatment of 1 with DEAD in the presence of BF(3)·OEt(2) gave 2, which was N-alkylated to give 2, and insitu eliminated to give α-carbamoyl ketals.

11 citations

Journal Article•DOI•
Lewis Acid Catalyzed α‐Functionalization of Ketals for the Regioselective Synthesis of α‐Carbamoyl Ketals.

[...]

Philip Magnus1, Alec J. Brozell1•
University of Texas at Austin1
27 Nov 2012-ChemInform
TL;DR: Treatment of 1 with DEAD in the presence of BF3·OEt2 gave 2 (R = H), which was N-alkylated to give 2(R = CH2CO2Et), and insitu eliminated (E1cb) to give α-carbamoyl ketals as mentioned in this paper.
Abstract: Treatment of 1 with DEAD in the presence of BF3·OEt2 gave 2 (R = H), which was N-alkylated to give 2 (R = CH2CO2Et), and insitu eliminated (E1cb) to give α-carbamoyl ketals.