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.

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 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.

Asymmetric total synthesis of (−)-δ-lycorane

2017 ◽  
Vol 4 (6) ◽  
pp. 1149-1152 ◽  
Author(s):  
Junliang Wang ◽  
Jianneng Li ◽  
Xianwang Shen ◽  
Cong Dong ◽  
Jun Lin ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Asymmetric Total Synthesis

A first asymmetric synthesis of (−)-δ-lycorane by using a chiral bifunctional squaramide-catalysed cascade reaction is reported.

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

Asymmetric synthesis of machilin C and its analogue

2010 ◽  
Vol 64 (5) ◽  
Author(s):  
Yamu Xia ◽  
Wei Wang
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Absolute Configuration ◽  
Asymmetric Induction ◽  
Mitsunobu Reaction ◽  
Asymmetric Total Synthesis ◽  
Twelve Steps ◽  
The Absolute

AbstractFull details of the asymmetric total synthesis of erythro-8-O-4′-neolignan, machilin C, and its analogue perseal A are reported. The synthesis was involved in the Sharpless dihydroxylation reaction that occurred with excellent asymmetric induction, and the Mitsunobu reaction which occurred with inversion of the absolute configuration from the threo to the erythro isomer. The synthesis was achieved from simple vanillin in eight to twelve steps.

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
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