The Total Synthesis of (±)-Friedelin

Author: Walba, David Mark

Year: 1976

Degree: Dissertation (Ph.D.)

Advisor: Ireland, Robert E.

Committee Member: Unknown, Unknown

Option: Chemistry

DOI: 10.7907/YSVW-HF20

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.

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