Synthesis of 1, 5-dienes via [2+ 2] photocycloadditions between 2, 5-dihydrothiophene 1, 1-dioxides (sulfolenes) and. alpha.,. beta.-unsaturated cyclic ketones and …

JR Williams, C Lin, DF Chodosh

Index: Williams, John R.; Lin, Charles; Chodosh, Daniel F. Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5815 - 5822

Full Text: HTML

Citation Number: 17

Abstract

Photocycloaddition between 2, 5-dihydrothiophene 1, l-dioxide (la) and 2-cyclohexenones 2a, b afforded cis-anti-cis and cis-trans photoadducts 3a, b and 4a in low yield. Photocycloaddition between sulfolene la and 2-cyclopentenones 8a, b yielded cis-anti-cis photoadducts 9a, b. The a-methyl derivative 9b underwent a-cleavage to yield the unsaturated aldehyde 10. Flash vacuum pyrolysis of photoadduct 3b yielded the trans-and ...

~96%

The aphid sex pheromone cyclopentanoids: Synthesis in the el...

[Dawson, Glenn W.; Pickett, John A.; Smiley, Diane W. M. Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 3 p. 351 - 361]

Synthesis of two macrolide pheromones of the rusty grain bee...

[Oehlschlager, Allan C.; Wong, John W.; Verigin, Victor G.; Pierce, Harold D. Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 5009 - 5017]

The aphid sex pheromone cyclopentanoids: Synthesis in the el...

[Dawson, Glenn W.; Pickett, John A.; Smiley, Diane W. M. Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 3 p. 351 - 361]

Regiospecific hydroxylation of acyclic monoterpene alcohols ...

[Madyastha, Madhava K.; Krishna Murthy, N. S. R. Tetrahedron Letters, 1988 , vol. 29, # 5 p. 579 - 580]

Biotransformation of geraniol, nerol and (+)-and (−)-carvone...

[Hamada, Hiroki; Yasumune, Hideaki; Fuchikami, Yoshihiro; Hirata, Toshifumi; Sattler, Isabel; Williams, Howard J.; Scott, A. Ian Phytochemistry, 1997 , vol. 44, # 4 p. 615 - 621]