B-Lactones
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Synthesis and Chemistry of b-Lactones

We have developed a versatile method for the synthesis of substituted b-lactones and employed it in strategies for the stereocontrolled synthesis of substituted alkenes, alkylidenecyclopropanes, and substituted allenes.

References:

"A Practical and Efficient Method for the Synthesis of b-Lactones", R. L. Danheiser and J. S. Nowick, J. Org. Chem. 1991, 56, 1176.

"Synthesis of Allenes via Thermal Cycloreversion of a-Alkylidene-b-Lactones", R. L. Danheiser, Y. -M. Choi, M. Menichincheri, and E. J. Stoner, J. Org. Chem. 1993, 58, 322.

"Synthesis of b-Lactones and Alkenes via Thiol Esters", R. L.  Danheiser, J. S. Nowick, J. H. Lee, and R. F. Miller and A. H. Huboux, Organic Syntheses 1996, 73, 61.

"Synthesis of Alkylidenecyclopropanes via Thermal Cycloreversion of a-Spiro-cyclopropyl-b-Lactones", R. L. Danheiser, T. W. Lee, M. Menichincheri, S. Brunelli, and M. Nishiuchi, Synlett 1997, 469.

Home ] [2 + 2 + 2] Cycloaddition Strategies ] [3 + 2] Annulations of Organosilanes ] Vinylcyclopropane Rearrangements ] Cycloadditions and Annulations of Vinylketenes ] Highly Unsaturated, Conjugated Molecules ] [4 + 2] Cycloadditions of Imine Derivatives ] Ketene [2 + 2] Cycloadditions ] Acylsilanes ] [ B-Lactones ] Cyclopropylboranes ] Allenylsilanes and Homopropargylic Alcohols ] Cationic Cyclizations ] Synthesis of Azulenes ] Miscellaneous Synthetic Methods ]

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Last modified: June 23, 2012