Intramolecular thermal stepwise [2 + 2] cycloadditions: investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6ob01661h Click here for additional data file. Click here for additional data file.
نویسندگان
چکیده
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.
منابع مشابه
Rhodium(i)-catalyzed stereoselective [4+2] cycloaddition of oxetanols with alkynes through C(sp3)–C(sp3) bond cleavage† †Electronic supplementary information (ESI) available. CCDC 1512439 and 1512440. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6sc05246k Click here for additional data file. Click here for additional data file.
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Criegee intermediate-hydrogen sulfide chemistry at the air/water interface† †Electronic supplementary information (ESI) available: Radial distribution functions for the H2S–H2O and CH2OO–H2O interactions; probability distributions P(θ 1,θ 2) for H2S at the air–water interface; videos of trajectories of the BOMD simulations for the concerted and stepwise reactions between CH2OO and H2S at the air/water interface; BLYP/aug-cc-pVTZ-optimized geometries of key stationary points for the gas-phase reactions of CH2OO with H2S and H2S–H2O, respectively. See DOI: 10.1039/c7sc01797a Click here for additional data file. Click here for additional data file. Click here for additional data file. Click here for additional data file. Click here for additional data file.
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