Regio‐ and Diastereoselective Crotylboration of <i>vic</i>‐Tricarbonyl Compounds

Jan Roßbach, Julia Baumeister, Klaus Harms, Ulrich Koert

European Journal of Organic Chemistry · 2012 · 21 citations · 9 references

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Abstract

Abstract Crotylboration of vic ‐diketoamides and vic ‐diketo esters was achieved with high diastereoselectivity and complementary regioselectivity. Whereas ( E )‐crotylboration of α,β‐diketoamides resulted in high yields (91–99 %) of β‐crotylated products obtained as a single diastereomer ( anti ), Lewis acid promoted crotylboration of α,β‐diketo esters yielded the α‐crotylated species with the anti product as main diastereomer.

References

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