Asymmetric Total Synthesis of (-)-Azaspirene by Utilizing Ti-Claisen Condensation and Ti-Direct Aldol Reaction

2016 ◽  
Vol 2016 (28) ◽  
pp. 4834-4841 ◽  
Author(s):  
Mikiko Sugi ◽  
Ryohei Nagase ◽  
Tomonori Misaki ◽  
Hidefumi Nakatsuji ◽  
Yoo Tanabe
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Asymmetric Total Synthesis ◽  
Claisen Condensation ◽  
Direct Aldol Reaction

Asymmetric Total Synthesis of (+)-Coprophilin

Synthesis ◽  
2017 ◽  
Vol 50 (06) ◽  
pp. 1301-1306 ◽  
Author(s):  
Isamu Shiina ◽  
Yuma Umezaki ◽  
Takatsugu Murata ◽  
Kyohei Suzuki ◽  
Takayuki Tonoi
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Alder Reaction ◽  
Diels Alder ◽  
Core Structure ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction ◽  
Anticoccidial Agent

In this paper, we report the first total synthesis of (+)-coprophilin, an anticoccidial agent, by constructing the chiral linear precursor via a Mukaiyama–Evans aldol reaction and a stereoselective intramolecular Diels–Alder reaction. The proposed method can be used to provide large amounts of (+)-coprophilin, which exhibits a 3,4,5,6,7-pentasubstituted Δ1,2-octalin core structure.

Bioinspired total synthesis of (−)-gymnothelignan L

2018 ◽  
Vol 5 (7) ◽  
pp. 1124-1128 ◽  
Author(s):  
Peng Chen ◽  
Liang Huo ◽  
Huilin Li ◽  
Lin Liu ◽  
Ziyun Yuan ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Synthetic Approach ◽  
Asymmetric Total Synthesis

The first asymmetric total synthesis of gymnothelignan L has been accomplished in 14 steps with 11.2% overall yield. The synthetic approach features an anti Evans aldol reaction, a diastereoselective methylation, a Suzuki–Miyaura coupling and a bioinspired desymmetric transannular Friedel–Crafts reaction.

ChemInform Abstract: An Asymmetric Total Synthesis of a Potent Immunosuppressant, Mycestericins D and F, Through an Aldol Reaction Using L-Threonine Aldolase.

ChemInform ◽  
2010 ◽  
Vol 31 (30) ◽  
pp. no-no
Author(s):  
Kiyoharu Nishide ◽  
Kayoko Shibata ◽  
Tetsuro Fujita ◽  
Tetsuya Kajimoto ◽  
Chi-Huey Wong ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Aldol Reaction ◽  
Asymmetric Total Synthesis ◽  
Threonine Aldolase

ChemInform Abstract: Asymmetric Ti-Crossed Claisen Condensation: Application to Concise Asymmetric Total Synthesis of Alternaric Acid.

ChemInform ◽  
2013 ◽  
Vol 44 (47) ◽  
pp. no-no
Author(s):  
Ryohei Nagase ◽  
Yumiko Oguni ◽  
Satoko Ureshino ◽  
Hiroaki Mura ◽  
Tomonori Misaki ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Claisen Condensation ◽  
Alternaric Acid

A concise asymmetric synthesis of (−)-trans-aerangis lactone

2018 ◽  
Vol 96 (12) ◽  
pp. 1061-1063 ◽  
Author(s):  
Rachana Pandey ◽  
Ranjana Prakash
Keyword(s):  
Ethylene Glycol ◽  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Aldol Reaction ◽  
Starting Material ◽  
Asymmetric Total Synthesis

A concise stereoselective approach to functionalized δ-lactone skeleton from monosilylated ethylene glycol as a starting material and its application to the asymmetric total synthesis of (−)-trans-aerangis lactone have been demonstrated. The synthesis utilizes the organocatalyzed MacMillan’s cross aldol reaction as a key step.

Concise asymmetric total synthesis of catunaregin

2016 ◽  
Vol 3 (9) ◽  
pp. 1084-1086 ◽  
Author(s):  
Hideki Abe ◽  
Takuma Hikichi ◽  
Kosuke Emori ◽  
Toyoharu Kobayashi ◽  
Hisanaka Ito
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Aldol Reaction ◽  
Asymmetric Total Synthesis ◽  
Acidic Conditions ◽  
Optically Pure

The asymmetric total synthesis of the optically pure catunaregin was accomplished in 7 steps from a known methyl ester using an asymmetric syn-selective aldol reaction and the successive ketalization of a furan diol derivative under acidic conditions.

scholarly journals Asymmetric total synthesis of smyrindiol employing an organocatalytic aldol key step

2012 ◽  
Vol 8 ◽  
pp. 1112-1117 ◽  
Author(s):  
Dieter Enders ◽  
Jeanne Fronert ◽  
Tom Bisschops ◽  
Florian Boeck
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Aldol Reaction ◽  
Asymmetric Total Synthesis

The first organocatalytic asymmetric synthesis of smyrindiol, by using an (S)-proline catalyzed enantioselective intramolecular aldol reaction as the key step, is described. Smyrindiol was synthesized from commercially available 2,4-dihydroxybenzaldehyde in 15 steps, with excellent stereoselectivity (de = 99%, ee = 99%). In the course of this total synthesis a new and mild coumarin assembly was developed.

Asymmetric Ti-crossed Claisen condensation: application to concise asymmetric total synthesis of alternaric acid

2013 ◽  
Vol 49 (62) ◽  
pp. 7001 ◽  
Author(s):  
Ryohei Nagase ◽  
Yumiko Oguni ◽  
Satoko Ureshino ◽  
Hiroaki Mura ◽  
Tomonori Misaki ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Claisen Condensation ◽  
Alternaric Acid

ChemInform Abstract: ASYMMETRIC TOTAL SYNTHESIS OF 11α-HYDROXYPROGESTERONE VIA A BIOMIMETIC POLYENE CYCLIZATION

1978 ◽  
Vol 9 (12) ◽  
Author(s):  
W. S. JOHNSON ◽  
R. S. BRINKMEYER ◽  
V. M. KAPOOR ◽  
T. M. YARNELL
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis
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