Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.name: (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide. In my other articles, you can also check out more blogs about 39648-67-4
A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 39648-67-4, Name is (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide, molecular formula is C20H13O4P. In a Article,once mentioned of 39648-67-4, name: (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide
Pictet-Spengler reactions are extensively utilized in the synthesis of various indole alkaloids. However, their mechanisms have been a controversial research topic. The role of spiroindolenine, the generally proposed key intermediate in catalytic asymmetric Pictet-Spengler reactions, remains elusive. Herein, combined density functional theory calculations and direct molecular dynamics simulations reveal that the role of this intermediate is divergent. The spiroindolenine acts as either a productive or a non-productive intermediate depending on the shape of the potential energy surface. In the former case, dynamic effects play an important role in the rearrangement of spiroindolenine, which can occur without passing through the intervening transition states along the reaction coordinates. In the latter case, the formation of spiroindolenine is only an off-cycle equilibrium. These theoretical predictions were verified experimentally. Furthermore, these insights were applied to seven reported catalytic asymmetric Pictet-Spengler reactions, leading to unified mechanistic understandings of this synthetically enabling reaction. The unique charm of synthetic chemistry stems from its room for creativity in breaking and constructing chemical bonds. Developing novel synthetic methodologies is the central task of fundamental organic chemistry, which can facilitate or enable access to valuable classes of compounds or materials. The Pictet-Spengler reaction is a key method for the synthesis of indole-derived natural products, an important class of compounds in drug discovery. Rational design of new chemical reactivity largely relies on deep mechanistic understandings. However, because of the inherent complexity of systems on the molecular level, usually a reaction mechanism can be perturbed by subtle changes of single reaction parameters. Hence, pursuing unified mechanistic understandings of synthetically enabling reactions is of great significance academically and can pave the way for crucial industrial synthetic applications in various fields. Pictet-Spengler reactions have widely been employed in the synthesis of polycyclic-indole-derived natural products. However, the mechanism of this reaction has remained as a controversial research topic. In this article, You and co-workers performed combined density functional theory calculations and direct molecular dynamics simulations to provide unified mechanistic understandings of Pictet-Spengler reactions with an emphasis on the divergent role played by spiroindolenine intermediates. The key theoretical predictions are well supported by further experiments.
Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.name: (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide. In my other articles, you can also check out more blogs about 39648-67-4
Reference:
Chiral Catalysts,
Chiral catalysts – SlideShare