Dissertation/Thesis Abstract

A transannular Cope approach toward the core structure of isocyclocitrinol
by Soheili, Arash, Ph.D., Columbia University, 2008, 168; 3333478
Abstract (Summary)

This thesis describes the efforts of Professor James Leighton and myself toward the construction of the core structure of isocyclocitrinol. Our first two approaches toward the 10-membered ring system using ring closing metathesis are discussed. The next chapter discusses the new approaches toward the synthesis of the cyclopentane piece cumulating in the successful epoxy-silane approach. The next three chapters discuss the macrocyclic Suzuki, ketene-aldeyde [2+2], and Ramberg-B├Ącklund strategy. Finally, our efforts in performing a ring-contracting Ireland-Claisen reaction for the construction of the 10-membered ring are discussed.

Indexing (document details)
Advisor: Leighton, James L.
Commitee:
School: Columbia University
School Location: United States -- New York
Source: DAI-B 69/10, Dissertation Abstracts International
Source Type: DISSERTATION
Subjects: Organic chemistry
Keywords: Ireland-Claisen reaction, Isocyclocitrinol, Macrolactones, Ring-closing metathesis, Transannular Cope
Publication Number: 3333478
ISBN: 978-0-549-85600-9
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