Chiral 1,3-Octanediol Synthetic Studies Using Enzymatic Methods as Key Steps

2001 ◽  
pp. 208-217
Author(s):  
M. Nozaki ◽  
M. Ikeuchi ◽  
N. Suzuki
Keyword(s):  
Synthetic Studies ◽  
Key Steps ◽  
Enzymatic Methods

Synthetic Studies on Viridin Skeleton through Regio- and Stereoselective Functionalization of the AE-Ring Moiety

Synlett ◽  
2021 ◽  
Author(s):  
Shuhei Hori ◽  
Sho Ishida ◽  
Go Ito ◽  
Koji Sugiyama ◽  
Chiharu Yuki ◽  
...  
Keyword(s):  
Maleic Anhydride ◽  
Ring Structure ◽  
Diels Alder ◽  
Furan Derivative ◽  
Epoxide Opening ◽  
Synthetic Studies ◽  
Stereoselective Epoxidation ◽  
Key Steps ◽  
Alder Adduct

4,5,6,7-Tetrahydroisobenzofurans, corresponding to the AC(D)E ring structure of viridin and equipped with required substituents on the A-ring, were synthesized via the Diels-Alder adduct of a furan derivative and maleic anhydride with high regio- and stereoselectivities. The key steps of this work include the regioselective opening of the tetrahydrofuran, stereoselective epoxidation, and AlMe3-mediated regioselective epoxide opening followed by stereoselective C-methylation.

scholarly journals Synthetic Studies of Enacyloxins: A Series of Antibiotics Isolated from Frateuria sp. W-315: C1′-C8′ and C9′-C15′ Fragments

2015 ◽  
Vol 10 (4) ◽  
pp. 1934578X1501000
Author(s):  
Aki Saito ◽  
Wataru Igarashi ◽  
Hiroyuki Furukawa ◽  
Hiroki Hoshikawa ◽  
Teiko Yamada ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Nucleophilic Substitution Reaction ◽  
Synthetic Studies ◽  
Wittig Reactions ◽  
Key Steps

Synthetic studies of enacyloxins (ENXs), a series of yellow-colored, polyene-polyol antibiotics produced by Frateuria sp. W-315, are described. The C1′-C8′ polyene fragments were prepared using successive Wittig reactions. The C9′-C15′ and C10′-C15′ fragments were constructed from ( S)-isopropylideneglyceraldehyde using Yamaguchi's nucleophilic substitution reaction of acetylide to epoxide, and/or Marshall's allenylindium mediated reaction as the key steps.

Synthetic studies towards bruceantin. Part 2. The synthesis of a pentacyclic intermediate

1991 ◽  
Vol 69 (4) ◽  
pp. 723-731 ◽  
Author(s):  
Sultan Darvesh ◽  
Andrew S. Grant ◽  
David I. MaGee ◽  
Zdenek Valenta
Keyword(s):  
Key Words ◽  
Michael Reaction ◽  
Sigmatropic Rearrangement ◽  
Synthetic Approach ◽  
Forming Strategy ◽  
Acid Catalyzed ◽  
Synthetic Studies ◽  
Key Steps

In a synthetic approach to the quassinoid bruceantin (2), the key intermediate 8 obtained via alkylation of a dianion has been transformed into the pentacyclic intermediate 33 via an ABDC ring forming strategy. The key steps involved in this route are as follows: a unique acid catalyzed cyclization, 19 → 20; an intramolecular Michael reaction, 24 → 28; and an allyl sulfoxide [2,3]-sigmatropic rearrangement to introduce the axial C12 alcohol, 31 → 33. Key words: bruceantin, quassinoids, cyclization, sulfoxides, sigmatropic rearrangement.

Synthetic studies of callyspongiolide: synthesis of the macrolactone core of the molecule

2016 ◽  
Vol 14 (28) ◽  
pp. 6769-6779 ◽  
Author(s):  
Sudhakar Athe ◽  
Ashish Sharma ◽  
Kanakaraju Marumudi ◽  
Subhash Ghosh
Keyword(s):  
Natural Product ◽  
Allylic Alcohol ◽  
Marine Natural Product ◽  
Allylic Alkylation ◽  
Synthetic Studies ◽  
Key Steps

Synthesis of the fully functionalized macrolactone core of the highly cytotoxic marine natural product callyspongiolide has been achievedviaaZ-selective intramolecular H–W–E reaction and allylic alkylation of an activatedZ-allylic alcoholviaan SN2′ fashion as key steps.

Synthetic Studies on (12S)-12-Hydroxymonocerin

2014 ◽  
Vol 1035 ◽  
pp. 111-117
Author(s):  
Jun Peng Li ◽  
Han Yang ◽  
Jia Lin Chen ◽  
Qing Feng Xiong ◽  
Hao Cui ◽  
...  
Keyword(s):  
Novel Approach ◽  
Synthetic Studies ◽  
Key Steps

A novel approach to assemble the (12S)-12-Hydroxymonocerin’s core skeleton was developed in 29% overall yield, in which a three component Linchpin coupling, stereocontrolled reduction and an intramolecular Friedel-Crafts/Marson cyclization were utilized as key steps.

scholarly journals Synthetic Studies on the Incorporation of N-Acetylallosamine in Hyaluronic Acid-Inspired Thiodisaccharides

Molecules ◽  
2021 ◽  
Vol 26 (1) ◽  
pp. 180
Author(s):  
Alejandro E. Cristófalo ◽  
María Laura Uhrig
Keyword(s):  
Hyaluronic Acid ◽  
Building Blocks ◽  
Protecting Group ◽  
Target Molecule ◽  
Leaving Group ◽  
Synthetic Studies ◽  
Key Steps

Two approaches for the synthesis of the thiodisaccharide β-S-GlcA(1→3)β-S-AllNAc are described here. The target disaccharide was a C-3 epimer and thio-analogue of the hyaluronic acid repetitive unit, tuned with a thiopropargyl anomeric group for further click conjugation. Thus, we analysed and tested two convenient sequences, combining the two key steps required to introduce the thioglycosidic bonds and consequently reach the target molecule: the SN2 substitution of a good leaving group (triflate) present at C-3 of a GlcNAc derivative and the introduction of the anomeric thiopropargyl substituent. The use of a 2-azido precursor showed to be a convenient substrate for the SN2 step. Nevertheless, further protecting group manipulation and the introduction of the thiopropargyl anomeric residue were then required. This approach showed to provide access to a variety of thiodisaccharide derivatives as interesting building blocks for the construction of neoglycoconjugates.

Synthetic studies toward inducamide C

2021 ◽  
Author(s):  
Ardalan A. Nabi ◽  
Lydia M. Scott ◽  
Daniel P. Furkert ◽  
Jonathan Sperry
Keyword(s):  
Natural Product ◽  
Structural Revision ◽  
Synthetic Studies

The rare benzoxazepine ring in the alkaloid inducamide C is unstable and prone to rearrangement, indicating that structural revision of the natural product may be necessary.

Reflections on the Cognitive Interviewing Reporting Framework

Methodology ◽  
2013 ◽  
Vol 9 (3) ◽  
pp. 123-128 ◽  
Author(s):  
Gordon Willis ◽  
Hennie Boeije
Keyword(s):  
Research Design ◽  
Cognitive Testing ◽  
Level Of Detail ◽  
Cognitive Interviewing ◽  
Research Groups ◽  
Research Project ◽  
Reporting Framework ◽  
Full Explanation ◽  
Key Steps

Based on the experiences of three research groups using and evaluating the Cognitive Interviewing Reporting Framework (CIRF), we draw conclusions about the utility of the CIRF as a guide to creating cognitive testing reports. Authors generally found the CIRF checklist to be usable, and that it led to a more complete description of key steps involved. However, despite the explicit direction by the CIRF to include a full explanation of major steps and features (e.g., research objectives and research design), the three cognitive testing reports tended to simply state what was done, without further justification. Authors varied in their judgments concerning whether the CIRF requires the appropriate level of detail. Overall, we believe that current cognitive interviewing practice will benefit from including, within cognitive testing reports, the 10 categories of information specified by the CIRF. Future use of the CIRF may serve to direct the overall research project from the start, and to further the goal of evaluation of specific cognitive interviewing procedures.

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