Diels–Alder reactions of dienylboron compounds with unactivated dienophiles: an application of boron tethering for substituted cyclohexenol synthesis

Abstract

An efficient tethered intramolecular Diels–Alder reaction of 1,3-dienylboronates with various allyl and homoallyl alcohols under thermal conditions is described.

References

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13. Crystal data for 6: C₁₄H₂₂O₂, M= 222.32, monoclinic, a= 6.0121(2), b= 12.1615(4), c= 16.7127(5)Å, U= 1221.96 (7)ų, T= 293 K, space group P2₁/c(no. 14), Z= 4, µ(Mo-Kα)= 0.078 mm^–1, 10537 reflections measured, 2468 unique (R_int= 0.038) which were used in all calculations. The final wR(F²) was 0.1553 (all data). Single crystals of 6 were obtained via slow evaporation of a solution of 6 in EtOAc–hexanes, mounted in inert oil and transfered to the diffractometer. The structure was solved using direct methods and refined by full-matrix least-squares on F². CCDC 182/1161.
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