1940-19-8Relevant articles and documents
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Karrer,Kehrer
, p. 29,31 (1942)
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A Novel Synthesis of Homologated Allylic Alcohols Using Dimethylsulphonium Methylide
Harnett, J. J.,Alcaraz, L.,Mioskowski, C.,Martel, J. P.,Gall, T. Le,et al.
, p. 2009 - 2012 (1994)
The reaction of excess dimethylsulphonium methylide with various aliphatic and aromatic ketones leads exclusively to homologated allylic alcohols in good yields.
Schlosser,Coffonet
, p. 575 (1972)
Antiandrogenic, maspin induction, and antiprostate cancer activities of tanshinone IIA and its novel derivatives with modification in ring A
Liu, Weiguo,Zhou, Jinming,Geng, Guoyan,Shi, Qingwen,Sauriol, Francoise,Wu, Jian Hui
, p. 971 - 975 (2012)
Expression of metastatic suppressor maspin is lost in advanced prostate cancer. Clinically relevant mutations in androgen receptor (AR) convert antiandrogens into AR agonists, promoting prostate tumor growth. We discovered tanshinone IIA (TS-IIA) is a potent antagonist of mutated ARs and induces maspin expression through AR. TS-IIA suppressed AR expression and induced apoptosis in LNCaP cells. Syntheses of TS-IIA derivatives (1-9) revealed that the 4,4-dimethyl group at ring A is important for TS-IIA's antiandrogenic and maspin induction activities.
Photochemical Organocatalytic Regio- and Enantioselective Conjugate Addition of Allyl Groups to Enals
Berger, Martin,Carboni, Davide,Melchiorre, Paolo
supporting information, p. 26373 - 26377 (2021/11/16)
We report the first catalytic enantioselective conjugate addition of allyl groups to α,β-unsaturated aldehydes. The chemistry exploits the visible-light-excitation of chiral iminium ions to activate allyl silanes towards the formation of allylic radicals, which are then intercepted stereoselectively. The underlying radical mechanism of this process overcomes the poor regio- and chemoselectivity that traditionally affects the conjugate allylation of enals proceeding via polar pathways. We also demonstrate how this organocatalytic strategy could selectively install a valuable prenyl fragment at the β-carbon of enals.
ETHERS AND ESTERS OF 1-SUBSTITUTED CYCLOALKANOLS FOR USE AS AROMA CHEMICALS
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Page/Page column 52, (2020/05/21)
The present invention relates to the use of an ether or an ester of a 1 -substituted cycloalkanol or of mixtures of two or more ethers or esters of 1 -substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof as aroma chemicals; to the use thereof for modifying the scent character of a fragranced composition; to an aroma chemical composition containing an ether or an ester of a 1 -substituted cycloalkanol or of mixtures of two or more ethers or esters of 1 -substituted cycloalkanols or of a stereoisomer thereof or of a mixture of two or more stereoisomers thereof; and to a method of preparing a fragranced composition or for modifying the scent character of a fragranced composition. The invention further relates to specific ethers or esters of 1 -substituted cycloalkanols.
NiH-Catalyzed Proximal-Selective Hydroamination of Unactivated Alkenes
Jeon, Jinwon,Lee, Changseok,Seo, Huiyeong,Hong, Sungwoo
supporting information, p. 20470 - 20480 (2020/11/27)
Reported herein is a modular, NiH-catalyzed system capable of proximal-selective hydroamination of unactivated alkenes with diverse amine sources. The key to the successful implementation of this approach is the promotion of NiH insertion into even highly substituted olefins via coordination of the bidentate directing group to the nickel complex. A wide range of primary and secondary amines can be installed in both internal and terminal unactivated alkenes with excellent regiocontrol under the optimized reaction conditions. This protocol is flexible and general for the preparation of a variety of valuable β- and γ-amino acid building blocks that would otherwise be difficult to synthesize. The utility of this transformation was further demonstrated by the site-selective late-stage modification of complex and medicinally relevant molecules. Combined experimental and computational studies illuminate the detailed reaction mechanism.
