137299-14-0Relevant academic research and scientific papers
Efficient Generation and Synthetic Applications of Alkyl-Substituted Siloxycarbenes: Suppression of Norrish-Type Fragmentations of Alkanoylsilanes by Triplet Energy Transfer
Abe, Manabu,Hagiwara, Chihiro,Ishida, Kento,Kusama, Hiroyuki,Yamazaki, Hokuto
supporting information, p. 1249 - 1253 (2020/02/04)
Acylsilanes have been known to undergo isomerization to siloxycarbenes under photoirradiation and the thus generated carbenes can be utilized for various synthetic reactions. But this carbene formation is not necessarily efficient with some alkanoylsilanes because Norrish-type fragmentations compete, which limit the synthetic utility of alkanoylsilanes as carbene precursors. In this study, generation of siloxycarbenes from alkanoylsilanes by visible-light-induced energy transfer was examined by using an Ir complex, [Ir{dF(CF3)ppy}2(dtbpy)]PF6, and was successfully applied to the C?C coupling reactions with boronic esters or aldehydes. This methodology efficiently suppressed undesired Norrish-type reactions and broadened synthetic utility of alkanoylsilanes.
Studies toward the total synthesis of cyclodidemniserinol trisulfate. Part II: 3,5,7-Trisubstituted 6,8-dioxabicyclo [3.2.1] octane core structure construction via I2-mediated deprotection and ring closure tandem reaction
Liu, Jian-Hua,Long, Ya-Qiu
supporting information; experimental part, p. 4592 - 4594 (2009/10/18)
The 3,5,7-trisubstituted 6,8-dioxabicyclo [3.2.1] octane core structure was synthesized by employing a chiral pool convergent synthesis strategy and the I2-mediated simultaneous deprotection and ring closure reaction as the key step, providing a practical and efficient synthetic approach applicable to the further total synthesis of the natural product cyclodidemniserinol trisulfate.
Asymmetric synthesis of the macrolide (-)-Aspicilin
Solladie,Fernandez,Maestro
, p. 801 - 819 (2007/10/02)
The asymmetric synthesis of 4(S), 5(R), 6(S), 17(R)-(-)-Aspicilin in described. The chiral parts of the molecule were obtained by asymmetric synthesis monitored by a chiral sulfoxide group.
