28126-23-0Relevant academic research and scientific papers
A convenient and general synthesis of alkylcarbamates from tertiary isocyanates and alcohols
Benalil,Roby,Carboni,Vaultier
, p. 787 - 788 (1991)
Reaction of primary, secondary and tertiary alkyl isocyanates with benzyl alcohol, tert-butyl alcohol or 1-adamantanol in the presence of 5% hydrogen chloride provides a mild and convenient method for alkyl alkylcarbamate synthesis.
σ-Bond Hydroboration of Cyclopropanes
Arifin,Itami, Kenichiro,Kato, Hiroki,Kobayashi, Chisa,Kondo, Hiroki,Matsushita, Kaoru,Miyamura, Shin,Yamaguchi, Junichiro,Yokogawa, Daisuke
, p. 11306 - 11313 (2020/07/13)
Hydroboration of alkenes is a classical reaction in organic synthesis in which alkenes react with boranes to give alkylboranes with subsequent oxidation resulting in alcohols. The double bond (π-bond) of alkenes can be readily reacted with boranes owing to its high reactivity. However, the single bond (σ-bond) of alkanes has never been reacted. To pursue the development of σ-bond cleavage, we selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, we describe an iridium-catalyzed hydroboration of cyclopropanes, resulting in β-methyl alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chemistry, accessing "designer"products that are desired by practitioners of natural product synthesis and medicinal chemistry. Furthermore, mechanistic investigations and theoretical studies revealed the enabling role of the catalyst.
A mild and convenient synthesis of N-carbobenzyloxy ketimines
Matsuo, Jun-Ichi,Tanaki, Yumi,Kido, Aimi,Ishibashi, Hiroyuki
, p. 2896 - 2898 (2008/09/18)
N-Carbobenzyloxy (Cbz) ketimines were prepared conveniently from N-Cbz amines by oxidation with N-tert-butylbenzenesulfinimidoyl chloride. The Royal Society of Chemistry 2006.
Convenient protection of amines as carbamates using polymer-bound HOBT as catalyst
Dendrinos, Kleanthis G.,Kalivretenos, Aristotle G.
, p. 1463 - 1464 (2007/10/03)
A method for the facile protection of primary and secondary amines as carbamate (Cbz, Fmoc and t-Boc) derivatives using polymer bound 1-hydroxybenzotriazole (HOBT) is reported.
