A general protocol for conversion of a tetrasubstituted alkene to a highly methylated hydrocarbon is tested with a concise synthesis of the natural product, herbertene. The conversion: alkene --> 1,2-diol --> 1,2-dimethylated hydrocarbon should find application in a number of synthesis designs.

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This article may be accessed on one of the author's websites at: http://ochem.jsd.claremont.edu/pubs.dir/Synth_1998_p832(Poon).pdf Support by way of a Bristol–Myers Squibb Award of Research Corporation is gratefully acknowledged. T. Poon and B. P. Mundy thank the Camille and Henry Dreyfus Foundation for their generous support. Paul Schupf and the National Science Foundation are acknowledged for their support of the Colby Chemistry Computational Facilities. HRMS data were supplied by Dr. Joe Sears, Montana State University Mass Spectrometry Facility, Bozeman, MT.ISSN:1437-210x Note: imported from RIT’s Digital Media Library running on DSpace to RIT Scholar Works in February 2014.

Document Type


Department, Program, or Center

School of Chemistry and Materials Science (COS)


RIT – Main Campus