Computational Analysis of the (4+3) Cycloaddition Reaction of a Sulfoximine-Stabilized Oxyallylic Cation With Furan

Mary J. Richardson

doi:10.1002/jcc.70412

Computational Analysis of the (4+3) Cycloaddition Reaction of a Sulfoximine-Stabilized Oxyallylic Cation With Furan

2026-08-14

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Mary J. Richardson

K

Kurt R. Brorsen *

M

Michael Harmata *

DOI：10.1002/jcc.70412

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Herein, we report a DFT study of a 4+3 cycloaddition reaction involving a theoretically proposed oxyallylic cation stabilized by a chiral sulfoximine group. The growing importance of the sulfoximine functional group in chemistry cannot be overstated. Computed energy profiles indicate that the reaction is feasible, and geometric and topological analyses (QTAIM, ESP, and NCI) of all transition-states elucidate bonding and the non-covalent interactions stabilizing the favored pathway. The results reveal a strong preference for the endo pathway with modest diastereoselectivity.

Keywords:

(4+3) cycloaddition

DFT

ESP

NCI

oxyallylic cation

QTAIM

sulfoximine

transition-states

Computational Analysis of the (4+3) Cycloaddition Reaction of a Sulfoximine-Stabilized Oxyallylic Cation With Furan

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