2026-09-19T16:18:56Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/336562022-01-13T07:54:21Zcom_1721.1_7582com_1721.1_7581col_1721.1_131023
Rick L. Danheiser.
Choi, HuiWon
Massachusetts Institute of Technology. Dept. of Chemistry.
Massachusetts Institute of Technology. Department of Chemistry
2006-07-31T15:20:48Z
2006-07-31T15:20:48Z
2005
2005
http://hdl.handle.net/1721.1/33656
64551781
Thesis (S.M.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2005.
Vita.
Includes bibliographical references.
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.
by HuiWon Choi.
S.M.
47 leaves
1841632 bytes
1843484 bytes
application/pdf
application/pdf
eng
Massachusetts Institute of Technology
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http://dspace.mit.edu/handle/1721.1/7582
Chemistry.
Studies directed toward the total synthesis of salvilenone
Thesis
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Publication
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unknown
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<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.</Abstract>
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