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The Total Synthesis of (±)-Friedelin

Citation

Walba, David Mark (1976) The Total Synthesis of (±)-Friedelin. Dissertation (Ph.D.), California Institute of Technology. doi:10.7907/YSVW-HF20. https://resolver.caltech.edu/CaltechTHESIS:12042017-160036925

Abstract

The total synthesis of the unsymmetrical pentacyclic triterpene friedlein (10) was completed in 31 steps in an overall

Refer to pdf for formulas.

yield of 0.3%. The route, symbolized by the disconnections outlined in Chart 4, forms each of the 9 assymetric centers of friedelin stereoselectively.

Chart 4

Refer to pdf for formulas.

Item Type:Thesis (Dissertation (Ph.D.))
Subject Keywords:Chemistry
Degree Grantor:California Institute of Technology
Division:Chemistry and Chemical Engineering
Major Option:Chemistry
Thesis Availability:Public (worldwide access)
Research Advisor(s):
  • Ireland, Robert E.
Thesis Committee:
  • Unknown, Unknown
Defense Date:31 October 1975
Record Number:CaltechTHESIS:12042017-160036925
Persistent URL:https://resolver.caltech.edu/CaltechTHESIS:12042017-160036925
DOI:10.7907/YSVW-HF20
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:10581
Collection:CaltechTHESIS
Deposited By: Benjamin Perez
Deposited On:05 Dec 2017 00:26
Last Modified:21 Dec 2019 02:05

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