Mark Jeffares - Academia.edu (original) (raw)
Papers by Mark Jeffares
Naphtharadialene", related polyenes, and naphthocyclobutenes
J Org Chem, 1980
Stereochemistry of the photoinduced addition of methanol to Pummerer's ketone, a 2-cyclohexenone
J Org Chem, 1978
... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a he... more ... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a heavy-walled glass tube. ... Ezra Dunkelblum, Harold Hart,* and Mark Jeffares Department of Chemistry, Michigan State University, East Lansing, Michigan, 48824 Received April 3, 1978 ...
Photochemical [2 + 2] cycloaddition reactions of 6-alkenyl-3-phenylcyclohex-2-en-1-ones: using biradical conformation control to account for exceptions to the “rule of five”
Organic & Biomolecular Chemistry, 2011
A series of 6-alkenyl-3-phenylcyclohex-2-enones has been synthesised and the structures of the pr... more A series of 6-alkenyl-3-phenylcyclohex-2-enones has been synthesised and the structures of the products obtained from them on irradiation have been determined. The 6-propenyl compounds afforded a tricyclic 'parallel' [2 + 2] cycloaddition product and a bicyclic enone resulting from hydrogen abstraction in the biradical intermediate. The 6-butenyl and 6-pentenyl analogues gave 'crossed' cycloaddition products only. Although the regiochemistry of these cycloaddition reactions cannot be explained in terms of the 'rule of five', it is compatible with the concept of 'biradical conformation control' which is based on a consideration of the energy and structure of the possible 1,4-biradical intermediates.
Evidence for "naphtharadialene" (1,2,3,4,5,6,7,8-octakis(methylene)-.DELTA.9-octalin)
Journal of the American Chemical Society, 1978
The Journal of Organic Chemistry, 1979
Naphtharadialene", related polyenes, and naphthocyclobutenes
The Journal of Organic Chemistry, 1980
Stereochemistry of the photoinduced addition of methanol to Pummerer's ketone, a 2-cyclohexenone
The Journal of Organic Chemistry, 1978
... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a he... more ... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a heavy-walled glass tube. ... Ezra Dunkelblum, Harold Hart,* and Mark Jeffares Department of Chemistry, Michigan State University, East Lansing, Michigan, 48824 Received April 3, 1978 ...
First examples of ?-cleavage during photolysis of cyclohexenones: photochemical rearrangement of 6-hydroxycyclohexenones
Journal of the Chemical Society Chemical Communications, 1976
Naphtharadialene", related polyenes, and naphthocyclobutenes
J Org Chem, 1980
Stereochemistry of the photoinduced addition of methanol to Pummerer's ketone, a 2-cyclohexenone
J Org Chem, 1978
... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a he... more ... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a heavy-walled glass tube. ... Ezra Dunkelblum, Harold Hart,* and Mark Jeffares Department of Chemistry, Michigan State University, East Lansing, Michigan, 48824 Received April 3, 1978 ...
Photochemical [2 + 2] cycloaddition reactions of 6-alkenyl-3-phenylcyclohex-2-en-1-ones: using biradical conformation control to account for exceptions to the “rule of five”
Organic & Biomolecular Chemistry, 2011
A series of 6-alkenyl-3-phenylcyclohex-2-enones has been synthesised and the structures of the pr... more A series of 6-alkenyl-3-phenylcyclohex-2-enones has been synthesised and the structures of the products obtained from them on irradiation have been determined. The 6-propenyl compounds afforded a tricyclic 'parallel' [2 + 2] cycloaddition product and a bicyclic enone resulting from hydrogen abstraction in the biradical intermediate. The 6-butenyl and 6-pentenyl analogues gave 'crossed' cycloaddition products only. Although the regiochemistry of these cycloaddition reactions cannot be explained in terms of the 'rule of five', it is compatible with the concept of 'biradical conformation control' which is based on a consideration of the energy and structure of the possible 1,4-biradical intermediates.
Evidence for "naphtharadialene" (1,2,3,4,5,6,7,8-octakis(methylene)-.DELTA.9-octalin)
Journal of the American Chemical Society, 1978
The Journal of Organic Chemistry, 1979
Naphtharadialene", related polyenes, and naphthocyclobutenes
The Journal of Organic Chemistry, 1980
Stereochemistry of the photoinduced addition of methanol to Pummerer's ketone, a 2-cyclohexenone
The Journal of Organic Chemistry, 1978
... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a he... more ... into a mixture of 0.95 g of diethyl-phosphine (11 mmol) and 0.10 g of AIBN (0.6 mmol) in a heavy-walled glass tube. ... Ezra Dunkelblum, Harold Hart,* and Mark Jeffares Department of Chemistry, Michigan State University, East Lansing, Michigan, 48824 Received April 3, 1978 ...
First examples of ?-cleavage during photolysis of cyclohexenones: photochemical rearrangement of 6-hydroxycyclohexenones
Journal of the Chemical Society Chemical Communications, 1976