{"id":{"repo_id":"mit","oai_identifier":"oai:dspace.mit.edu:1721.1/33656"},"canonical_url":"https://search.dev.ndltd.org/etd/mit/oai:dspace.mit.edu:1721.1/33656","repository":{"repo_id":"mit","name":"MIT","base_url":"https://dspace.mit.edu/oai/request"},"display":{"title":"Studies directed toward the total synthesis of salvilenone","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_html":"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_has_math":false,"creators":["Choi, HuiWon"],"institution":"Massachusetts Institute of Technology","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":"Massachusetts Institute of Technology. Dept. of Chemistry.","school":null,"contributors":[],"advisors":["Rick L. Danheiser."],"committee_chairs":[],"committee_members":[],"year":2005,"date_issued":"2005","date_published":"2005","updated_at":"2026-07-22T22:21:56Z","subjects":["Chemistry."],"languages":["eng"],"rights":["M.I.T. theses are protected by copyright. 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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."],"dc:description.degree":["S.M."],"dc:format.mimetype":["application/pdf"],"dc:identifier.uri":["http://hdl.handle.net/1721.1/33656"],"dc:language.iso":["eng"],"dc:publisher":["Massachusetts Institute of Technology"],"dc:rights":["M.I.T. theses are protected by copyright. They may be viewed from this source for any purpose, but reproduction or distribution in any format is prohibited without written permission. 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