Synthesis Highlights

Natural Product Total Syntheses

“Synthetic Applications of N-Acylamino-1,3-dienes. An Efficient Stereospecific Total Synthesis of dl-Pumiliotoxin C and a General Entry to cis-Decahydroquinoline Alkaloids”
Journal of the American Chemical Society 1978100, 5179-5185
L. E. Overman and P. J. Jessup

“Enantioselective Total Syntheses of Pumiliotoxin B and Pumiliotoxin 251D. A General Entry to the Pumiliotoxin A Alkaloids via Stereospecific Iminium Ion-Vinylsilane Cyclizations”
Journal of the American Chemical Society 1984106, 4192-4201
L. E. Overman, K. L. Bell and F. Ito

“Asymmetric Synthesis of Either Enantiomer of Opium Alkaloids and Morphinans. Total Synthesis of (-)- and (+)-Dihydrocodeinone and (-)- and (+)-Morphine”
Journal of the American Chemical Society 1984106, 4192-4201
L. E. Overman, K. L. Bell and F. Ito

“First Total Synthesis of Lycopodium Alkaloids of the Magellenane Group. Enantioselective Total Syntheses of (-)-Magellanine and (+)-Magellaninone”
Journal of the American Chemical Society 1993115, 2992-2993
G. C. Hirst, T. O. Johnson and L. E. Overman

“Catalytic Asymmetric Synthesis of Either Enantiomer of Physostigmine. Formation of Quaternary Carbon Centers with High Enantioselection by Intramolecular Heck Reactions of (Z)-2-Butenanilides”
Journal of Organic Chemistry 199358, 6949-6951
A. Ashimori, T. Matsuura, L. E. Overman and D. J. Poon

“Enantioselective Total Synthesis of (-)-Strychnine”
Journal of the American Chemical Society 1993115, 9293-9294
S. D. Knight, L. E. Overman and G. Pairaudeau

“Total Synthesis of (+)-Laurencin. Use of Acetal-Vinylsulfide Cyclizations for Forming Highly Fuctionalized Eight-Membered Cyclic Ethers”
Journal of the American Chemical Society 1995117, 5958-5966
M. Bratz, W. H. Bullock, L. E. Overman and T. Takemoto

“Enantioselective Total Synthesis of (-)-7-Deacetoxyalcyonin Acetate. The First Synthesis of a Eunicellin Diterpene”
Journal of the American Chemical Society 1995117, 10391-10392
D. W. C. MacMillan and L. E. Overman

“Enantioselective Total Synthesis of (+)-Allopumiliotoxins 267A, 323B and 339A. Application of Iodide-Promoted Iminium Ion-Alkyne Cyclizations for Forming Allopumiliotoxin A Alkaloids”
Journal of the American Chemical Society 1996118, 9073-9082
C. Caderas, R. Lett, L. E. Overman, M. H. Rabinowitz, L. A. Robinson, M. J. Sharp and J. Zablocki

“Enantiodivergent Total Synthesis of (+)- and (–)-Scopadulcic Acid A”
Journal of the American Chemical Society 1999121, 5467-5480
M. E. Fox, C. Li, J. P. Marino, Jr. and L. E. Overman

“Total Synthesis of (±)-Gelsemine”
Angewandte Chemie, International Edition 199938, 2934-2936
A. Madin, C. J. O’Donnell, T. Oh, D. W. Old, L. E. Overman and M. J. Sharp

“Enantioselective Construction of Vicinal Stereogenic Quaternary Centers by Dialkylation: Practical Total Syntheses of (+)- and Meso-Chimonanthine”
Angewandte Chemie, International Edition 200039, 213-215
L. E. Overman, J. F. Larrow, B. A. Stearns and J. M. Vance

“Enantioselective Total Synthesis of the Kinesin Motor Protein Inhibitor Adociasulfate 1”
Journal of the American Chemical Society 1999121, 12206-12207
M. Bogenstätter, A. Limberg, L. E. Overman and A. L. Tomasi

“A Practical Entry to the Crambescidin Family of Guanidine Alkaloids. Enantioselective Total Syntheses of Ptilomycalin A, Crambescidin 657 and its Methyl Ester (Neofolitispate 2) and Crambescidin 800”
Journal of the American Chemical Society 2000122, 4893-4903
D. S. Coffey, A. I. McDonald, L. E. Overman, M. H. Rabinowitz and P. A. Renhowe

“Enantioselective Total Synthesis of Batzelladine F: Structural Revision and Stereochemical Definition”
Journal of the American Chemical Society 2001123, 10782-10783
F. Cohen and L. E. Overman

“Enantioselective Total Synthesis of Quadrigemine C and Psycholeine”
Journal of the American Chemical Society 2002124, 9008-9009
A. D. Lebsack, J. T. Link, L. E. Overman and B. A. Stearns

“Enantioselective Total Synthesis of Briarellins E and F. The First Total Syntheses of Briarellin Diterpenes”
Journal of the American Chemical Society 2003125, 6650–6652
O. Corminboeuf, L. E. Overman and L. D. Pennington

“Total Syntheses of (±)-Didehydrostemofoline (Asparagamine A) and (±)-Isodidehydrostemofoline”
Journal of the American Chemical Society 2003125, 15284–15285
M. Brüggemann, A. I. McDonald, L. E. Overman, M. D. Rosen, L. Schwink and J. P. Scott

“Sequential Catalytic Asymmetric Heck–Iminium Ion Cyclization: Enantioselective Total Synthesis of the Strychnos Alkaloid Minfiensine”
Journal of the American Chemical Society 2005127, 10186–10187
A. B. Dounay, L. E. Overman and A. D. Wrobleski