Tetrahedron Letters p. 8365 - 8369 (2000)
Update date:2022-08-02
Topics:
Chang Ho Oh
Je Wook Han
Joo Sung Kim
Sung Yong Um
Hyung Hoon Jung
Won Hyung Jang
Ho Shik Won
Two palladium-catalyzed cycloreduction strategies have been applied for the synthesis of laurene. Palladium-catalyzed cyclizations of 1,6-enynes initially form the corresponding alkylpalladium intermediates. While triethylsilane could directly reduce the intermediates to lead to the corresponding cycloreduced products, the intermediates in the presence of even excess formic acid underwent β-elimination to yield the dienes that were further reduced at the less hindered olefins to yield the cycloreduced products. (C) 2000 Elsevier Science Ltd.
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