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Progress Toward the Total Synthesis of Pilosanone C.
Progress Toward the Total Synthesis of Pilosanone C.
- Material Type
- 학위논문
- 0017162206
- Date and Time of Latest Transaction
- 20250211151945
- ISBN
- 9798383593257
- DDC
- 540
- Author
- Desmond, Jacob Anthony.
- Title/Author
- Progress Toward the Total Synthesis of Pilosanone C.
- Publish Info
- [S.l.] : Indiana University., 2024
- Publish Info
- Ann Arbor : ProQuest Dissertations & Theses, 2024
- Material Info
- 268 p.
- General Note
- Source: Dissertations Abstracts International, Volume: 86-02, Section: B.
- General Note
- Advisor: Williams, David R.
- 학위논문주기
- Thesis (Ph.D.)--Indiana University, 2024.
- Abstracts/Etc
- 요약Clerodane diterpenes are a large family of secondary metabolites found in hundreds of plant species and prokaryotes. Since 1990, many examples of the clerodane family have been isolated and characterized. Representative compounds are known to possess significant biological properties, notably, insect antifeedant, opioid receptor agonist and hallucinogenic. The basic structure of clerodanes are bicyclic diterpenoids which primarily exist as a 6-6 ring system. The pilosanones are a subset of the clerodane family which contain a unique 6-7 bicylo[5.4.0]undecane ring system. Pilosanone C 1 has a characteristic oxabicyclo[3.2.1]octene core with four contiguous stereocenters, one of which is a quaternary carbon. There are no reports of synthesis studies in pursuit of this target. Much progress has been made in our laboratories to synthesize the natural product including a route to attempt a late-stage metal catalyzed stereoselective [4+3] cyclization, an early stage intramolecular oxidopyrylium [5+2] cycloaddition, and a chiral pool strategy beginning with (R)-(−)-Carvone.
- Subject Added Entry-Topical Term
- Chemistry.
- Subject Added Entry-Topical Term
- Analytical chemistry.
- Subject Added Entry-Topical Term
- Organic chemistry.
- Index Term-Uncontrolled
- Clerodane diterpenes
- Index Term-Uncontrolled
- Pilosanones
- Index Term-Uncontrolled
- Secondary metabolites
- Index Term-Uncontrolled
- Quaternary carbon
- Added Entry-Corporate Name
- Indiana University Chemistry
- Host Item Entry
- Dissertations Abstracts International. 86-02B.
- Electronic Location and Access
- 로그인을 한후 보실 수 있는 자료입니다.
- Control Number
- joongbu:656130
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