Tetrahedron

Ketone methylenation without epimerization: Total synthesis of (±) laurene

JE McMurry, LA Von Beroldingen

文献索引：McMurry,J.E.; von Beroldingen,L.A. Tetrahedron, 1974 , vol. 30, p. 2027 - 2032

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被引用次数: 33

摘要

A total synthesis of the sesquiterpene hydrocarbon laurene, incorporating a non-epimerizing method of ketone methylenation, has been achieved. It is shown that both the phosphonic acid bis (dimethylamide) method of Corey and Kwiatkowski and the phosphite pyrolysis method of Kuwajima are non-epimerizing. For the present case however, the recently published method of Coates [J. Am. Chem. Soc. 94, 4758 (1972)] is preferable.