Date of Award

2004

Publication Type

Master Thesis

Degree Name

M.Sc.

Department

Chemistry and Biochemistry

Keywords

Chemistry, Organic.

Rights

info:eu-repo/semantics/openAccess

Abstract

There are several naturally occurring compounds that have fused 7,5-bicyclic ring systems. This thesis will focus on approaches to synthesizing 7,5-bicyclic systems containing a dicobalt hexacarbonyl complex. In this context, the allylic acetate cycloheptenyne complex (66) was reacted with various carbon- and hetero-based nucleophiles to determine the regiochemistry of the substitution. The gamma to alpha ratio for carbon-based nucleophiles were approximately 4:1, while hetero-based nucleophiles were 100% gamma. Once the ratios were established, several of these product compounds, which contained an electrophilic site, were investigated for further reaction to form the additional ring (Scheme 28). Formation of a 7,5-bicyclic ketone 131, alcohol 132 and diol 133 were observed when compound 129 was mixed with boron trifluoride (Scheme 42).Dept. of Chemistry and Biochemistry. Paper copy at Leddy Library: Theses & Major Papers - Basement, West Bldg. / Call Number: Thesis2004 .D56. Source: Masters Abstracts International, Volume: 43-01, page: 0218. Thesis (M.Sc.)--University of Windsor (Canada), 2004.

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