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Showing results for michael n ethers
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Organocatalytic Asymmetric Domino Oxa-Michael-Mannich-[1,3]-Amino Rearrangement Reaction of N-Tosylsalicylimines to alpha,beta-Unsaturated Aldehydes by Diarylprolinol Silyl Ethers.
Hu S, Wang J, Huang G, Zhu K, Chen F. Hu S, et al. J Org Chem. 2020 Mar 20;85(6):4011-4018. doi: 10.1021/acs.joc.9b02939. Epub 2019 Dec 30. J Org Chem. 2020. PMID: 31829579
An organocatalytic asymmetric enantioselective domino oxa-Michael-Mannich-[1,3]-amino rearrangement reaction of N-tosylsalicylimines with a wide range of alpha,beta-unsaturated aldehydes utilizing diarylprolinol silyl ether catalysis is described. The catalytic reac …
An organocatalytic asymmetric enantioselective domino oxa-Michael-Mannich-[1,3]-amino rearrangement reaction of N-tosylsalicyl …
Enantioselective Total Synthesis of (+)-Alterbrassicicene C.
Sims NJ, Bonnet WC, Lawson DM, Wood JL. Sims NJ, et al. J Am Chem Soc. 2023 Jan 11;145(1):37-40. doi: 10.1021/jacs.2c12275. Epub 2022 Dec 23. J Am Chem Soc. 2023. PMID: 36563100 Free PMC article.
Key features of the synthesis include an oxiranium mediated ether ring expansion, an oxa-Michael/retro-oxa-Michael cascade, and installation of a vinyl methoxy ether moiety via Stille coupling....
Key features of the synthesis include an oxiranium mediated ether ring expansion, an oxa-Michael/retro-oxa-Michael cascade, an …
Novel antibacterial low-shrinkage-stress resin-based cement.
AlSahafi R, Wang X, Mitwalli H, Alhussein A, Balhaddad AA, Melo MAS, Oates TW, Sun J, Xu HK, Weir MD. AlSahafi R, et al. Dent Mater. 2022 Nov;38(11):1689-1702. doi: 10.1016/j.dental.2022.08.005. Epub 2022 Sep 15. Dent Mater. 2022. PMID: 36115699
Compared to commercial and experimental controls, adding DMAHDM into the UV cement significantly reduced colony forming unit (CFU) counts by approximately 7 orders of magnitude, metabolic activities from 0.29 0.03 A(540)/cm(2) to 0.01 0.01 A(540)/cm(2), and lactic acid production …
Compared to commercial and experimental controls, adding DMAHDM into the UV cement significantly reduced colony forming unit (CFU) counts by …
Asymmetric Michael addition of N-boc-protected oxindoles to nitroalkenes catalyzed by a chiral secondary amine.
Wang C, Yang X, Enders D. Wang C, et al. Chemistry. 2012 Apr 16;18(16):4832-5. doi: 10.1002/chem.201200079. Epub 2012 Mar 20. Chemistry. 2012. PMID: 22434659
New mission for prolinol ethers: A secondary-amine-catalyzed Michael addition of N-Boc-protected oxindoles to nitroalkenes through a Bronsted base activation mode has been developed, furnishing the products in excellent yields (88-98 %), diastereoselectivitie …
New mission for prolinol ethers: A secondary-amine-catalyzed Michael addition of N-Boc-protected oxindoles to nitroalke …
Biocompatible thermoresponsive N-isopropyl-N-(3-(isopropylamino)-3-oxopropyl)acrylamide-based random copolymer: synthesis and studies of its composition dependent properties and anticancer drug delivery efficiency.
Mondal S, Kumari A, Mitra K, Verma A, Saha S, Maiti B, Singh R, Manna PP, Maiti P, Watanabe H, Kamigaito M, Ray B. Mondal S, et al. J Mater Chem B. 2022 Oct 26;10(41):8462-8477. doi: 10.1039/d2tb01201d. J Mater Chem B. 2022. PMID: 36197075
A new acrylamide monomer, N-isopropyl-N-(3-(isopropylamino)-3-oxopropyl)acrylamide (M3i), consisting of both isopropyl and isopropylamidopropyl moieties, has been synthesized from isopropylamine and N-isopropylacrylamide via an aza-Michael addition rea …
A new acrylamide monomer, N-isopropyl-N-(3-(isopropylamino)-3-oxopropyl)acrylamide (M3i), consisting of both isopropyl and iso …
SuFEx-Based Polysulfonate Formation from Ethenesulfonyl Fluoride-Amine Adducts.
Wang H, Zhou F, Ren G, Zheng Q, Chen H, Gao B, Klivansky L, Liu Y, Wu B, Xu Q, Lu J, Sharpless KB, Wu P. Wang H, et al. Angew Chem Int Ed Engl. 2017 Sep 4;56(37):11203-11208. doi: 10.1002/anie.201701160. Epub 2017 May 18. Angew Chem Int Ed Engl. 2017. PMID: 28792119 Free PMC article.
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis(t-butyldimethylsilyl) ethers (BB monomers) using [Ph(3) P=N-PPh(3) ](+) [HF(2) ](-) as the catalyst is described. The AA monomers were prepared via the highly reliabl …
The SuFEx-based polycondensation between bisalkylsulfonyl fluorides (AA monomers) and bisphenol bis(t-butyldimethylsilyl) ethers (BB …
Vinyl Halide-Modified Unsaturated Cyclitols are Mechanism-Based Glycosidase Inhibitors.
Danby PM, Jeong A, Sim L, Sweeney RP, Wardman JF, Karimi R, Geissner A, Worrall LJ, Reid JP, Strynadka NCJ, Withers SG. Danby PM, et al. Angew Chem Int Ed Engl. 2023 May 15;62(21):e202301258. doi: 10.1002/anie.202301258. Epub 2023 Apr 14. Angew Chem Int Ed Engl. 2023. PMID: 36940280
Suitably configured allyl ethers of unsaturated cyclitols act as substrates of beta-glycosidases, reacting via allylic cation transition states. ...
Suitably configured allyl ethers of unsaturated cyclitols act as substrates of beta-glycosidases, reacting via allylic cation transit …
Insights into Stereoselectivity Switch in Michael Addition-Initiated Tandem Mannich Cyclizations and Their Extension from Enamines to Vinyl Ethers.
Zhao LP, Zhang SY, Liu HK, Cheng YJ, Liu ZP, Wang L, Tang Y. Zhao LP, et al. J Am Chem Soc. 2023 Jul 19;145(28):15553-15564. doi: 10.1021/jacs.3c04989. Epub 2023 Jul 4. J Am Chem Soc. 2023. PMID: 37401830
Both cis- and trans- tetracyclic spiroindolines are the core of many important biologically active indole alkaloids, but the divergent synthesis of these important motifs is largely hampered by the limited stereoselectivity control. A facile stereoinversion protocol is reported h …
Both cis- and trans- tetracyclic spiroindolines are the core of many important biologically active indole alkaloids, but the divergent synth …
Asymmetric Total Synthesis and Structure Elucidation of Huperzine H.
Shiomi S, Wilailak K, Soutome W, Takayama H, Kitajima M, Ishikawa H. Shiomi S, et al. J Org Chem. 2022 Mar 4;87(5):3730-3735. doi: 10.1021/acs.joc.1c02672. Epub 2022 Jan 18. J Org Chem. 2022. PMID: 35040311
The key steps of this synthesis include a highly diastereoselective Mukaiyama-Michael addition reaction of a pyrrole bearing a silyl enol ether and an intramolecular S(N)2 cyclization reaction with iodinated pyrrole acting as an effective nucleophile for the formati …
The key steps of this synthesis include a highly diastereoselective Mukaiyama-Michael addition reaction of a pyrrole bearing a silyl …
Enantio- and diastereoselective michael reactions of silyl enol ethers and chalcones by catalysis using a chiral quaternary ammonium salt.
Zhang F, Corey EJ. Zhang F, et al. Org Lett. 2001 Feb 22;3(4):639-41. doi: 10.1021/ol015592k. Org Lett. 2001. PMID: 11178845
[reaction: see text] N-(9-Anthracenylmethyl)dihydrocinchonidinium bromide (1) is an effective catalyst for enantioselective Michael additions to chalcones, as shown in the above example, using toluene/50% aqueous KOH biphasic conditions at -20 degrees C....
[reaction: see text] N-(9-Anthracenylmethyl)dihydrocinchonidinium bromide (1) is an effective catalyst for enantioselective Michae …
53 results