93157-44-9Relevant academic research and scientific papers
An Ir-photoredox-catalyzed decarboxylative Michael addition of glyoxylic acid acetal as a formyl equivalent
Zhang, Sheng,Tan, Zhoumei,Zhang, Haonan,Liu, Juanli,Xu, Wentao,Xu, Kun
supporting information, p. 11642 - 11645 (2017/11/03)
We reported herein an iridium-photoredox-catalyzed decarboxylative conjugated addition of glyoxylic acid acetals with various Michael acceptors, including unsaturated amide, ester, aldehyde, ketone, and nitrile under irradiation. Vinyl pyridine and α-aryl styrene are also suitable substrates. The reaction offers various types of acetal products, which are of synthetic significance as protected aldehydes.
Exploration of the interrupted Fischer indolization reaction
Schammel, Alex W.,Boal, Ben W.,Zu, Liansuo,Mesganaw, Tehetena,Garg, Neil K.
supporting information; experimental part, p. 4687 - 4695 (2010/08/06)
A convergent method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. The method is convergent, mild, operationally simple, broad in scope, and can be used to access enantioenriched products. In addition, our approach is amenable to the synthesis of furoindoline and pyrrolidinoindoline natural products as demonstrated by the concise formal total syntheses of physovenine and debromoflustramine B. The strategy will likely enable the synthesis of more complex targets such as the communesin alkaloids.
An interrupted fischer indolization approach toward fused indoline-containing natural products
Boal, Ben W.,Schammel, Alex W.,Garg, Neil K.
supporting information; experimental part, p. 3458 - 3461 (2009/12/07)
An efficient method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. Our studies show that the approach will likely be amenable to the synthesis of complex targets, such as the communesin natural products.
Solid-phase intramolecular N-acyliminium Pictet-Spengler reactions as crossroads to scaffold diversity
Nielsen, Thomas E.,Meldal, Morten
, p. 3765 - 3773 (2007/10/03)
A novel solid-phase intramolecular Pictet-Spengler reaction is presented. The approach utilizes masked aldehyde building blocks protected as their N-Boc-1,3-oxazinanes for the clean generation of solid-supported aldehydes. When exposed to simple acidic tr
