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Intramolecular thermal stepwise [2 + 2] cycloadditions: investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones
Throup, Adam E. Patterson, Laurence H. Sheldrake, Helen M.
Throup, Adam E.
Patterson, Laurence H.
Sheldrake, Helen M.
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2016-09
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© 2016 The Royal Society of Chemistry. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
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2016-09-15
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Abstract
Fused cyclobutanes are found in a range of natural products and formation of these motifs in a straightforward and easy manner represents an interesting synthetic challenge. To this end we investigated an intramolecular variant of the thermal enamine [2 + 2] cyclisation, developing a diastereoselective intramolecular enamine [2 + 2] cyclisation furnishing δ lactone and lactam fused cyclobutenes in good yield and excellent diastereoselectivity.
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Throup A, Patterson LH and Sheldrake HM (2016) Intramolecular thermal stepwise [2 +
2] cycloadditions: investigation of a stereoselective synthesis of [n.2.0]-bicylolactones. Organic
and Biomolecular Chemistry. 40(14): 9554-9559.
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