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Cationic cyclizations of iron tricarbonyl diene complexes with pendant alkenes and arenes

Ghidu, Victor P.
http://rave.ohiolink.edu/etdc/view?acc_num=case1100725837

Abstract Details

2005, Doctor of Philosophy, Case Western Reserve University, Chemistry.
A new method for cationic cyclization of iron tricarbonyl diene complexes with pendant alkenes and arenes is presented, improving an earlier method developed in the Pearson laboratory, both in terms of economy and reactivity. Previously reported dehydroxylation of diastereomeric alcohols is replaced by regiospecific protonation of a double bond adjacent to the iron tricarbonyl diene moiety (both processes occur with anchimeric assistance from the iron atom). The method was tested in a simple synthetic application: bicyclization of polyene substrates toward octahydrophenanthrene derivatives. Complete diastereoselectivity and adherence to the Stork-Eschenmoser postulate was observed.
Anthony Pearson (Advisor)
3Fe; tricarbonyl; cyclizations; 1H; iron tricarbonyl; diene

Recommended Citations

Citations

  • Ghidu, V. P. (2005). Cationic cyclizations of iron tricarbonyl diene complexes with pendant alkenes and arenes [Doctoral dissertation, Case Western Reserve University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=case1100725837

    APA Style (7th edition)

  • Ghidu, Victor. Cationic cyclizations of iron tricarbonyl diene complexes with pendant alkenes and arenes. 2005. Case Western Reserve University, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=case1100725837.

    MLA Style (8th edition)

  • Ghidu, Victor. "Cationic cyclizations of iron tricarbonyl diene complexes with pendant alkenes and arenes." Doctoral dissertation, Case Western Reserve University, 2005. http://rave.ohiolink.edu/etdc/view?acc_num=case1100725837

    Chicago Manual of Style (17th edition)

case1100725837
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© 2004, all rights reserved.
This open access ETD is published by Case Western Reserve University School of Graduate Studies and OhioLINK.