The Total Synthesis of Chlorotricolide: the Top Half

Author: Thompson, Wayne Julius

Year: 1978

Degree: Dissertation (Ph.D.)

Advisor: Ireland, Robert E.

Committee Member: Unknown, Unknown

Option: Chemistry

DOI: 10.7907/m8zt-ek15

Abstract

The total synthesis of the top half of chlorotricolide 2, is described. The top half 65 was prepared in 14 steps (10% overall yield) from tartaric acid. The potential usefulness of this top half in the total synthesis of chlorotricolide was demonstrated by connection to bottom half models. Successful deprotection of the α-hydroxy-tetronic acid dimethyl ether moiety is also described.

See figures in PDF of thesis.

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