Studies directed toward the total synthesis of salvilenone
Name
64551781-MIT.pdf
Description
Full printable version
Size
1.76 MB
Format
Adobe PDF
Checksum (MD5)
72bf8db3a2f91fd3ccce452c193d1bf8
Author(s)
Choi, HuiWon
Advisor(s)
Rick L. Danheiser.
Date Issued
2005
Publisher
Massachusetts Institute of Technology
Abstract
Model studies on the total synthesis of salvilenone, a phenalenone diterpene found in the roots of Salvia miltiorrhiza Bunge, are reported via a double annulation strategy. The key steps in the proposed synthesis involve a regiocontrolled benzannulation involving the photochemical Wolff rearrangement of an a-diazo ketone and an alkoxy acetylene moiety which assembles an aromatic ring in one step from acyclic precursors followed by an intramolecular [4 + 2] cycloaddition of a conjugated enyne and benzyne intermediate.
Description
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005.
Vita.
Includes bibliographical references.
Subjects
Chemistry.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
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