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Pure Appl. Chem. 75(10), 1443-1451, 2003

Pure and Applied Chemistry

Vol. 75, Issue 10

Birch reduction and its application in the total synthesis of natural products*

G.S.R. Subba Rao

Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, India

Abstract: The unique availability of substituted cyclohexa-1,4- and 1,3-dienes, notably enol ethers, from Birch reduction of anisoles, permits many novel synthetic reactions of general utility. The total synthesis of several natural products derived from polyketides have been accomplished using a Diels–Alder and Alder–Rickert process. The strategies of the synthesis are discussed.

*Lecture presented at the 4th Florida Heterocyclic Conference, Gainesville, Florida, 10-12 March 2003. Other presentations are published in this issue, pp. 1403-1475.

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