6316-30-9Relevant academic research and scientific papers
Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents
Chen, Jyun-Siao,Huang, Po-Hsun,Hsieh, Ya-Chi,Liu, Jen-Wei,Hsu, Hsiao-Lin,Zhang, Kai-Min,Wu, Ren-Tsung,Chang, Ting-Shuo,Liu, Yu-Hao,Wu, Hsin-Ru,Luo, Shun-Yuan
, p. 754 - 762 (2021/12/02)
Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.
SELECTIVE MIXED COUPLING OF CARBOXYLIC ACIDS (II). -PHOTOLYSIS OF UNSYMMETRICAL DIACYLPEROXIDES WITH ALKENYL-, HALO-, KETO-, CARBOXYL-GROUPS AND A CHIRAL α-CARBON. COMPARISON WITH THE MIXED KOLBE ELECTROLYSIS.
Feldhues, Michael,Schaefer, Hans J.
, p. 4213 - 4236 (2007/10/02)
- Alkenoyl and functionalized alkanoyl dodecanoyl peroxides are prepared in 70 to 97 percent yield and photolyzed at -78 deg C.Thereby 4- to 10-alkenoyl and 4-alkynoyl peroxides afford good yields (56 - 68 percent) of unsymmetrical coupling products.Similarly α- to δ-haloalkanoyl, cholanoyl or 3- and 4-carboxyalkanoyl peroxides can be coupled (40 - 70 percent).The α-chiral diacyl peroxide 1s undergoes the photochemical coupling reaction with 80 percent retention of its configuration.The photolysis of diacyl peroxides at -78 deg C proves to be a favorable supplement of the Kolbe-electrolysis in cases, where the electrolysis fails or produces low yields.
