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1 article(s) from Goodman, Jonathan M

(Z)-Selective Takai olefination of salicylaldehydes

Stephen M. Geddis,
Caroline E. Hagerman,
Warren R. J. D. Galloway,
Hannah F. Sore,
Jonathan M. Goodman and
David R. Spring

Beilstein J. Org. Chem. 2017, 13, 323–328, doi:10.3762/bjoc.13.35

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Scheme 1: A) General overview of the Takai olefination for the formation of alkenyl halides 2 from aldehydes 1...

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Scheme 2: Proposed model for the chromium(II)-mediated homologation of aldehydes to form (E)-alkenes. Hodsgon...

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Scheme 3: An unusually high level of (Z)-stereoselectivity was observed in the Takai olefination of 6. (E):(Z...

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Scheme 4: Takai olefination of meta-hydroxybenzaldehyde.

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Scheme 5: Yield for both products and residual starting material following a scaled up Takai olefination of s...

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Figure 1: Positive correlation between the amount (Z)-product and σ_m for the series of meta-halogenated salic...

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Scheme 6: Proposed mechanism for (Z)-selective Takai olefination, whereby coordination of the ortho-OH to the...

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Letter

Published 20 Feb 2017

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