118527-76-7Relevant academic research and scientific papers
Silver(I)-catalyzed ring-contractive rearrangement: A new entry to 5-alkylidene-2-cyclopentenones
Zhao, Liang,Wang, Jinlian,Zheng, Hongyan,Li, Yun,Yang, Ke,Cheng, Bin,Jin, Xiaojie,Yao, Xiaojun,Zhai, Hongbin
supporting information, p. 6378 - 6381 (2015/01/09)
A novel silver(I)-catalyzed ring-contractive rearrangement of 5-substituted 6-diazo-2-cyclohexenones has been developed, providing a new and efficient access to 5-alkylidene-2-cyclopentenones. The AgOTf-catalyzed reaction proceeds through metal-carbenoid formation followed by endocyclic allyl [1,2] migration with excellent stereoselectivity and broad substrate scope.
SYNTHESIS OF (+)-α-CURCUMENE, (+)-CURCUMONE AND (-)-METHYL CITRONELLATE STARTING FROM OPTICALLY PURE 5-TRIMETHYLSILYL-2-CYCLOHEXENONE
Asaoka, Morio,Shima, Kunuhisa,Fujii, Naoaki,Takei, Hisashi
, p. 4757 - 4766 (2007/10/02)
1,4-addition of Grignard reagents in the presence of chlorotrimethylsilane to 5-trimethylsilyl-2-cyclohexanone (1) proceeded in a highly diastereoselective manner to give trans adducts in high yields. (+)-α-Curcumene, (+)-curcumone and (-)-methyl citronellate were synthesized starting from optically pure 1.
3-Substituted-γ-butyrolactones from 5-Trimethylsilyl-2-cyclohexenone. Synthesis of (-)-Enterolactone
Asaoka, Morio,Fujii, Naoaki,Shima, Kunihisa,Takei, Hisashi
, p. 805 - 808 (2007/10/02)
1,4-Adducts of 5-trimethylsilyl-2-cyclohexenone (1) with Grignard reagents were converted to various hexanoate derivatives and γ-butyrolactones.Starting from optically pure 1, (-)-enterolactone (Factor X) was synthesized.
