scyphostatin and cyclohexene

scyphostatin has been researched along with cyclohexene* in 2 studies

Other Studies

2 other study(ies) available for scyphostatin and cyclohexene

Article	Year
Concise asymmetric total synthesis of scyphostatin, a potent inhibitor of neutral sphingomyelinase. Chemistry (Weinheim an der Bergstrasse, Germany), 2007, Volume: 13, Issue:36 The concise asymmetric total synthesis of scyphostatin has been achieved by condensation of the optically active cyclohexane unit, prepared from the commercially available 1,4-cyclohexadiene by our own method, and the side chain, prepared by the method developed by Hoye and Tennakoon (T. R. Hoye, M. A. Tennakoon, Org. Lett. 2000, 2, 1481-1483). The modification of the epoxy cyclohexenone unit was achieved in a late stage of the total synthesis, and deprotection of the primary alcohol was conducted in the final step. During the synthesis several key reactions were attained: 1) intramolecular bromoetherification of the cyclohexadiene acetal; 2) stereoselective introduction of the tertiary alcohol, 3) deprotection of the acetal function to the aldehyde by combination with silyl triflate/2,4,6-collidine and the one-pot synthesis of the disilyl aldehyde compounds, with different types of silyl groups, from the dihydroxy acetal compounds; and 4) facile deprotection of the 2,4-dimethoxyphenylmethyl ((2,4)DMPM) protecting group of the primary alcohol. Topics: Acetals; Alcohols; Aldehydes; Amides; Cyclohexenes; Enzyme Inhibitors; Hydroxylation; Molecular Structure; Nitrogen; Pyrones; Sphingomyelin Phosphodiesterase; Stereoisomerism	2007
Total synthesis of (+)-scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase. Angewandte Chemie (International ed. in English), 2004, Aug-13, Volume: 43, Issue:32 Topics: Amides; Ascomycota; Cyclohexanes; Cyclohexenes; Pyrones; Sphingomyelin Phosphodiesterase; Sphingomyelins; Stereoisomerism	2004

Article

Year

Concise asymmetric total synthesis of scyphostatin, a potent inhibitor of neutral sphingomyelinase.

Chemistry (Weinheim an der Bergstrasse, Germany), 2007, Volume: 13, Issue:36

The concise asymmetric total synthesis of scyphostatin has been achieved by condensation of the optically active cyclohexane unit, prepared from the commercially available 1,4-cyclohexadiene by our own method, and the side chain, prepared by the method developed by Hoye and Tennakoon (T. R. Hoye, M. A. Tennakoon, Org. Lett. 2000, 2, 1481-1483). The modification of the epoxy cyclohexenone unit was achieved in a late stage of the total synthesis, and deprotection of the primary alcohol was conducted in the final step. During the synthesis several key reactions were attained: 1) intramolecular bromoetherification of the cyclohexadiene acetal; 2) stereoselective introduction of the tertiary alcohol, 3) deprotection of the acetal function to the aldehyde by combination with silyl triflate/2,4,6-collidine and the one-pot synthesis of the disilyl aldehyde compounds, with different types of silyl groups, from the dihydroxy acetal compounds; and 4) facile deprotection of the 2,4-dimethoxyphenylmethyl ((2,4)DMPM) protecting group of the primary alcohol.

Topics: Acetals; Alcohols; Aldehydes; Amides; Cyclohexenes; Enzyme Inhibitors; Hydroxylation; Molecular Structure; Nitrogen; Pyrones; Sphingomyelin Phosphodiesterase; Stereoisomerism

2007

Total synthesis of (+)-scyphostatin, a potent and specific inhibitor of neutral sphingomyelinase.

Angewandte Chemie (International ed. in English), 2004, Aug-13, Volume: 43, Issue:32

Topics: Amides; Ascomycota; Cyclohexanes; Cyclohexenes; Pyrones; Sphingomyelin Phosphodiesterase; Sphingomyelins; Stereoisomerism

2004