The Journal of Organic Chemistry

The synthesis of cembranolide precursors via addition of allylstannanes to conjugated aldehydes

JA Marshall, BS DeHoff

文献索引：Marshall, James A.; DeHoff, Bradley S. Journal of Organic Chemistry, 1986 , vol. 51, # 6 p. 863 - 872

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被引用次数: 52

摘要

The Lewis acid promoted addition of functionalized allylstannanes A9, C10, and C11 to a variety of conjugated aldehydes was examined as a possible route to acyclic precursors of macrocyclic diterpenoids. Additions to crotonaldehyde proceeded as expected, giving the erythro adduct 1 with BF, catalysis and the threo adduct 2 with a premixed TiCI,-stannane complex at-78" C. Attempted additions of allylstannanes to the &substituted ...