scispace - formally typeset
Search or ask a question
Topic

Intramolecular reaction

About: Intramolecular reaction is a research topic. Over the lifetime, 5015 publications have been published within this topic receiving 138213 citations.


Papers
More filters
Journal ArticleDOI
TL;DR: The dendrobatid alkaloid (-)-251F was synthesized using an asymmetric Diels-Alder reaction to establish four of the necessary stereocenters in the target and an intramolecular Schmidt reaction.
Abstract: The dendrobatid alkaloid (−)-251F was synthesized. The key steps of the synthesis were (1) an asymmetric Diels−Alder reaction to establish four of the necessary stereocenters in the target, (2) a ring-opening/ring-closing metathesis reaction to establish a key [3.3.0] bicyclic intermediate, and (3) an intramolecular Schmidt reaction.

54 citations

Journal ArticleDOI
TL;DR: In this article, an organocatalytic intramolecular Stetter-type hydroacylation reaction between an aldehyde and an activated alkyne has been developed, which induces salicylaldehyde-derived alkynes derivatives to assemble into a series of chromone derivatives using a catalytic amount of thiazolium-based carbene catalyst.
Abstract: An organocatalytic intramolecular Stetter-type hydroacylation reaction between an aldehyde and an activated alkyne has been developed. This study induces salicylaldehyde-derived alkyne derivatives to assemble into a series of chromone derivatives using a catalytic amount of thiazolium-based carbene catalyst.

54 citations

Journal ArticleDOI
TL;DR: Investigation by this group indicated that similar spirocyclic intermediates were probably involved in cyclizations of various other substrates, and reported an elegant gold-catalyzed intramolecular reaction of indoles with alkynes, which proceeded through 6-endo- dig, 6-exo-dig, 7exo -dig, and 8-endo -dig cyclizations and were highly dependent on the oxidation state of the gold catalyst.
Abstract: ticularly abundant in marine sponges. In bis(indole) alkaloids, two indole moieties are connected to various heterocyclic units. Compounds with this structural motif exhibit a wide spectrum of pharmacological activities, including antibacterial, antiviral, and cytotoxic activities, which make bis(indole) alkaloids and their analogues attractive targets for biomedical and synthetic studies. Gold catalysis, which is currently a hot topic in homogeneous catalysis, can be well understood with the concept of carbophilic p-acids, which are widely employed in the activation of alkynes, allenes, and alkenes. However, in contrast to gold-catalyzed enantioselective transformations involving allenes, there are relatively few examples involving alkynes. Echavarren and co-workers reported an elegant gold-catalyzed intramolecular reaction of indoles with alkynes, which proceeded through 6-endo-dig, 6-exo-dig, 7exo-dig, and 8-endo-dig cyclizations and were highly dependent on the oxidation state of the gold catalyst. Further investigations by this group indicated that similar spirocyclic intermediates were probably involved in cyclizations of various other substrates [Scheme 2, Eq. (1)]. Recently,

54 citations

Journal ArticleDOI
TL;DR: The urethanes and to-samides of 3-hydroxypent-4-enylamine and its C1  C4 substituted derivatives undergo the palladium catalyzed intramolecular aminocarbonylation (0.1 equiv of PdCl2, 3.0 equivaliv of NaOAc in acetic acid under ca. 1 atm of CO).

54 citations

Journal ArticleDOI
TL;DR: A new dihydrosilane alcoholysis reaction has been developed, leading to a highly efficient sequence of reactions establishing up to three new stereocenters with good-to-excellent diastereoselectivity.
Abstract: Polyketide fragments may be rapidly and efficiently assembled in the tandem intramolecular silylformylation−crotylsilylation of alkenes and alkynes. The reactions establish up to three new stereocenters with good-to-excellent diastereoselectivity, and the use of the reaction in an iterative sense is demonstrated. In addition, a new dihydrosilane alcoholysis reaction has been developed, leading to a highly efficient sequence.

54 citations


Network Information
Related Topics (5)
Cycloaddition
39.9K papers, 728.7K citations
97% related
Aryl
95.6K papers, 1.3M citations
96% related
Enantioselective synthesis
58.1K papers, 1.6M citations
94% related
Intramolecular force
41.6K papers, 772.2K citations
94% related
Lewis acids and bases
29.5K papers, 631.7K citations
94% related
Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20231
20228
20216
202011
20199
20186