2026-09-21T06:46:54Zhttps://dspace.mit.edu/server/oai/requestoai:dspace.mit.edu:1721.1/437662022-01-13T07:54:21Zcom_1721.1_7582com_1721.1_7581col_1721.1_131022
Timothy F. Jamison.
Gehling, Victor S. (Victor Scott)
Massachusetts Institute of Technology. Dept. of Chemistry.
Massachusetts Institute of Technology. Department of Chemistry
2008-12-11T18:23:59Z
2008-12-11T18:23:59Z
2008
2008
http://hdl.handle.net/1721.1/43766
260326846
Thesis (Ph. D.)--Massachusetts Institute of Technology, Dept. of Chemistry, 2008.
Vita.
Includes bibliographical references.
Progress towards the total synthesis of sieboldine A is described. This synthetic approach uses a nickel-catalyzed alkyne-ketone reductive cyclization to form the hydrindane core of the natural product in good yield and with excellent diastereoselectivity about the newly formed tertiary allylic alcohol ... The hydrindane product from this reductive cyclization can be transformed into the tetracyclic N,O-acetal which is two steps removed from the natural product 1. Efforts directed towards completion of the synthesis of 1 via a direct late-stage amine oxidation are presented ...
by Victor S. Gehling.
Ph.D.
166 p.
eng
Massachusetts Institute of Technology
M.I.T. theses are protected by
copyright. They may be viewed from this source for any purpose, but
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http://dspace.mit.edu/handle/1721.1/7582
Chemistry.
Studies directed towards the total synthesis of (+)-sieboldine A
Thesis
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Publication
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