# Organic Chemistry #
Angewandte Chemie International Edition
Accepted manuscript online: 9 September 2017
DOI: 10.1002/anie.201707005
Yang'en You, Long Zhang, Linfeng Cui, Xueling Mi, Sanzhong Luo
Abstract: N, O-acetals (NOAcs) have been developed as bench stable surrogates for N-carbamoyl (Boc, Cbz and Fmoc) formaldehyde and glyoxylate imines in asymmetric Mannich reactions. The NOAcs can be directly utilized in the chiral primary amine catalyzed Mannich reactions of both acyclic and cyclic β-ketocarbonyls with high yields and excellent stereoselectivity. The current reaction offers a straightforward approach in the asymmetric synthesis of α- or β-amino carbonyls bearing chiral quaternary centers in a practical and highly stereocontrolled manner.
Link to CBG:
http://www.chembeango.com/news/art?id=7265
Link to the article:
http://onlinelibrary.wiley.com/doi/10.1002/anie.201707005/full
# Organic Chemistry #
European Journal of Organic Chemistry
Accepted manuscript online: 9 September 2017
DOI: 10.1002/ejoc.201701029
Basireddy Venkata Subba Reddy, Ravikumar Reddy C., Suresh Y, Sridhar B
Abstract: A novel alkyne annulation strategy has been developed for the synthesis of polycyclic indole scaffolds through a cascade of C-H annulation and Michael addition reactions. Similarly, alkyne tethered 1,3-cyclopentanedione also undergoes annulation with N-(pivaloyloxy)-indole-1-carboxamide to produce fused pentacyclic ring systems. This is a first report on sequential alkyne annulation and aza-Michael addition reactions of indole-1-carboxamides with alkyne tethered substrates.
Link to CBG:
http://www.chembeango.com/news/art?id=7266
Link to the article:
http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201701029/full
# Organic Chemistry #
European Journal of Organic Chemistry
Accepted manuscript online: 9 September 2017
DOI: 10.1002/ejoc.201701253
Pradeep Singh, VENKATESH YARRA, Surajit Nandi, Maniklal Shee, Biswajit Saha, Anakuthil Anoop
Abstract: In this paper, we present fluorescent photoremovable protecting group (FPRPG) based on bis-acetyl carbazole for the release of two different functional groups like carboxylic acids, alcohols, thiols and amines in a sequential fashion. Dual arm caged bis-acetyl carbazoles with different combinations of two unlike functional groups were synthesized. Photophysical studies showed that caged bis-acetyl carbazoles are blue fluorescent and their emission properties are sensitive to the environment. Sequential photorelease of two different functional groups by bis-acetyl carbazole was analyzed by HPLC, UV and emission spectroscopy. The mechanism for the dual release by bis-acetyl carbazole was investigated and supported by TD-DFT calculations. To demonstrate the application of dual release ability of bis-acetyl carbazole FPRPG, we synthesized drug delivery system (DDS) in which one arm of bis-acetyl carbazole is linked to the carboxylic functional group of chlorambucil (CBL) and the other arm is attached to the hydroxyl group of ferulic acid ethyl ester (FAEE). In-vitro studies showed that our DDS presents excellent properties like photoregulated dual drug delivery, cellular uptake, and biocompatibility.
Link to CBG:
http://www.chembeango.com/news/art?id=7267
Link to the article:
http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201701253/full
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