Publications & Creative Projects

Intercepting the Breslow Intermediate via Claisen Rearrangement: Synthesis of Complex Tertiary Alcohols without Organometallic Reagents
Sefat Alwarsh, Kolawole Ayinuola, Silvana Dormi and Matthias C. McIntosh
Org. Lett. 2013, 15, 3-5.
Highlighted in Organic Process Research & Development, 2013, 17, p607 DOI: 10.1021/op400064j

Anomalies in the asymmetric transfer hydrogenation of several polycyclic meso compounds
David R. Clay and Matthias C. McIntosh
Tetrahedron Lett. 2012, 53, 1961-4.

Synthesis of the C21-C34 fragment of antascomicin B
John M. Hutchison, Andrew S. Gibson, David T. Williams and Matthias C. McIntosh Tetrahedron Lett. 2011, 52, 6349-6351.

Efficient, scalable asymmetric synthesis of an epoxy quinol via Noyori desymmetrization of a meso diketone
David R. Clay, Ashley G. Rosenberg and Matthias C. McIntosh Tetrahedron: Asymmetry 2011, 22, 713-6 .

Studies directed toward the synthesis of the massileunicellins. Part 2
Yonghai Chai, Zonghong Mou and Matthias C. McIntosh Tetrahedron. Lett. 2010, 51, 2393-5.

Synthesis and anticancer activity of sclerophytin-inspired hydroisobenzofurans
T. David Bateman, Aarti Joshi, Kwangyul Moon, Elena N. Galitovskaya, Meenakshi Upreti, Timothy C. Chambers and Matthias C. McIntosh Biorg. Med. Chem. Lett. 2009, 19, 6898-6901.

Total Synthesis: From Chemistry to Medicine
A 20-minute documentary style film produced by Matt McIntosh, David Clay, and Kathy Gearhart ©2009

Toward the synthesis of antascomicin B. Synthesis of a model of the C22–C34 fragment via Ireland–Claisen and allylic diazene rearrangements
Wei Qi and Matthias C. McIntosh Tetrahedron. 2008, 64, 7021-5.

Acyclic 1,4-Stereocontrol via Reductive 1,3-Transpositions
Wei Qi and Matthias C. McIntosh Org. Lett. 2008, 10, 357-9.

The Ireland-Claisen Rearrangement (1972-2004)
Christopher M. McFarland and Matthias C. McIntosh in The Claisen Rearrangement: Methods and Applications, M. Hiersemann and U. Nubbemeyer, Eds.; Wiley Interscience, Weinheim; 2007.

Approach to the Synthesis of Cladiell-11-ene-3,6,7-triol
John M. Hutchison, Harriet A. Lindsay, Silvana S. Dormi, Gavin D. Jones, David A. Vicic and Matthias C. McIntosh Org. Lett. 2006, 8, 3663-5.

Unprecedented Alkene Stereocontrol in the Claisen Rearrangement of Cyclic Bis-Allylic Esters
Chris McFarland, John Hutchison and Matthias C. McIntosh
Org. Lett. 2005, 7, 3641-4.

Improved Alkylation and Product Stability in Phosphotriester Formation through Quinone Methide Reactions with Dialkyl Phosphates
Brian Bakke, Matthias C. McIntosh and Kenneth D. Turnbull
J. Org. Chem. 2005, 70, 4338-45.

Convenient 3-Step Synthesis of (R)-7-Hydroxycarvone from (S)-a-Pinene
Rajamma Lakshmi, T. David Bateman and Matthias C. McIntosh
J. Org. Chem. 2005, 70, 5313-5.

An Ireland-Claisen Approach to Lignans:   Synthesis of the   Putative Structure of 5-epi-Eupomatilone-6
John M. Hutchison, Sang-phyo Hong and Matthias C. McIntosh
J. Org. Chem., 2004, 69, 4185-4191.

Studies Directed Toward the Synthesis of the Massileunicellins
Yonghai Chai and Matthias C. McIntosh
Tetrahedron. Lett., 2004, 45, 3269-3272.

Cycloaldol Approach to the Isobenzofuran Core of the Eunicellin Diterpenes
Yonghai Chai, David A. Vicic and Matthias C. McIntosh
Org. Lett., 2003, 7, 1039-1042.

New Aspects of the Ireland and Related Claisen Rearrangements

Yonghai Chai, Sang-phyo Hong, Harriet A. Lindsay, Chris McFarland and Matthias C. McIntosh

Tetrahedron, 2002, 58, 2905-2928.

Intramolecularly Competitive Ireland Claisen Rearrangements: Scope and Potential Applications to Natural Product Synthesis
Sang-Phyo Hong, Harriet A. Lindsay, Tripura Yaramasu, Xiaowei Zhang and Matthias C. McIntosh
J. Org. Chem. 2002, 67, 2042-2055.

An Approach to the Synthesis of the Eupomatilones
Sang-pho Hong and Matthias C. McIntosh, Org. Lett. 2002, 4, 19-21.

Unusual Reagent Control of Diastereoselectivity in the 1,2-Addition of Hard Carbon Nucleophiles to C6-Heteroatom Substituted Cyclohexenones
Harriet A. Lindsay, Catherine L. Salisbury, Wally Cordes and Matthias C. McIntosh

Org. Lett. 2001, 3, 4007-4010.

A Simple 13C NMR Method for Determination of the Relative Stereochemistry of 2,3-Dialkylpentenoic Acids and Related Compounds
Sang-Phyo Hong and Matthias C. McIntosh, Tetrahedron 2001, 57, 5055-5060.

Regio- and Stereoselective Oxidative Difunctionalization of Alkylidene Cyclohexenes
Sang-Phyo Hong and Matthias C. McIntosh Tetrahedron Lett. 2000, 41, 155-9.

Early Exposure of Undergraduates to the Chemistry Research Environment: A New Model for Research Universities
Featured in ( Chemical and Engineering News )

Harriet A. Lindsay and Matthias C. McIntosh J. Chem. Ed. 2000, 77, 1174-5.

Intramoleculary Competitive Ireland Claisen Rearrangements: Stereoselective Synthesis of Alkylidene Cyclohexenes
Xiaowei Zhang and Matthias C. McIntosh Tetrahedron Lett. 1998, 39, 7043-6.



A Route to Z-Enediynes via Pd Catalyzed Alkyne Additions
Barry M. Trost, Iwao Hachiya and Matthias C. McIntosh

Tetrahedron Lett. 1998, 39, 6445.

An Unusual Selectivity in Pd-Catalyzed Cross-Coupling of Terminal Alkynes with Unactivated Alkynes
Barry M. Trost and Matthias C. McIntosh

Tetrahedron Lett. 1997, 38, 3207.

Directing Tandem Catalyzed Reactions as an Approach to Furans and Butenolides
Barry M. Trost and  Matthias C. McIntosh

J. Am. Chem. Soc. 1995, 117, 7255.



An Approach to Total Synthesis of (+)-Lycoricidine
Matthias C. McIntosh and Steven M. Weinreb

J. Org. Chem. 1993, 58, 4823.

A Strategy for Synthesis of Conduritols and Related Cyclitols via Stereodivergent Vinylsilane-aldehyde Cyclizations
Matthias C. McIntosh and Steven M. Weinreb

J. Org. Chem. 1991, 56, 5010.

Exploratory Synthetic Studies of the a-Methoxylation of Amides via Cuprous Ion-Promoted Decomposition of o-Diazobenzamides
Gyoonhee Han, Matthew G. LaPorte, Matthias C. McIntosh, Steven M. Weinreb

 and Masood Parvez

J. Org. Chem. 1996, 61, 9483.

A Convenient Synthetic Method for Amide Oxidation
Gyoonhee Han, Matthias C. McIntosh, and Steven M. Weinreb

Tetrahedron Lett. 1994, 35, 5813.

Mitsunobu Reactions of N-Alkyl and N-Acyl Sulfonamides - An Efficient Route to Protected Amines
James R. Henry, Lawrence R. Marcin, Matthias C. McIntosh, Paul M. Scola,

G. Davis Harris, Jr., and Steven M. Weinreb

Tetrahedron Lett. 1989, 30, 5709