Consider the structure (6R,7S)-6,7-dimethyl-1,2,3,4,6,7-hexahydronaphthalene of (6R,7S)-6,7-dimethyl-1,2,3,4,6,7-hexahydronaphthalene, which can undergo an electrocyclic ring opening. The concerted electron shifts result in a highly stereoselective product. The configuration of the product depends on whether it is a thermal reaction or a photochemical reaction. Predict the thermal and photochemical outcomes of this reaction.

Consider the structure (6R,7S)-6,7-dimethyl-1,2,3,4,6,7-hexahydronaphthalene of (6R,7S)-6,7-dimethyl-1,2,3,4,6,7-hexahydronaphthalene, which can undergo an electrocyclic ring opening. The concerted electron shifts result in a highly stereoselective product. The configuration of the product depends on whether it is a thermal reaction or a photochemical reaction. Predict the thermal and photochemical outcomes of this reaction.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.3: Stereochemistry Of Thermal Electrocyclic Reactions

Problem 3P

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