Stereoselective synthesis of a chiral synthon, 2,2,5-trisubstituted tetrahydropyran, based on simultaneous 1,3- and 1,6-asymmetric induction via nucleophilic acetal cleavage reaction of the bicyclic acetal: a total synthesis of (−)-malyngolide

1997 ◽  
pp. 1755-1756 ◽  
Author(s):  
Naoyoshi Maezaki ◽  
Yûki Matsumori ◽  
Takeshi Shogaki ◽  
Motohiro Soejima ◽  
Tetsuaki Tanaka ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Asymmetric Induction ◽  
Cleavage Reaction ◽  
Chiral Synthon

Stereoselective synthesis of a 2,2,5-trisubstituted tetrahydropyran chiron via 1,3- and 1,6-asymmetric induction: A total synthesis of (−)-malyngolide

Tetrahedron ◽  
1998 ◽  
Vol 54 (43) ◽  
pp. 13087-13104 ◽  
Author(s):  
Naoyoshi Maezaki ◽  
Yûki Matsumori ◽  
Takeshi Shogaki ◽  
Motohiro Soejima ◽  
Hirofumi Ohishi ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Asymmetric Induction

Concise Total Synthesis of Curvulone B

Synlett ◽  
2020 ◽  
Author(s):  
Debendra K. Mohapatra ◽  
Shivalal Banoth ◽  
Utkal Mani Choudhury ◽  
Kanakaraju Marumudi ◽  
Ajit C. Kunwar
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Ring System ◽  
Bond Forming ◽  
Cross Metathesis ◽  
Bond Forming Reactions ◽  
Key Steps

AbstractA concise and convergent stereoselective synthesis of curvulone B is described. The synthesis utilized a tandem isomerization followed by C–O and C–C bond-forming reactions following Mukaiyama-type aldol conditions for the construction of the trans-2,6-disubstituted dihydropyran ring system as the key steps. Other important features of this synthesis are a cross-metathesis, epimerization, and Friedel–Crafts acylation.

ChemInform Abstract: Formal Total Synthesis of Fostriecin via 1,4-Asymmetric Induction Using Cobalt-Alkyne Complex.

ChemInform ◽  
2008 ◽  
Vol 39 (35) ◽  
Author(s):  
Yujiro Hayashi ◽  
Hirofumi Yamaguchi ◽  
Maya Toyoshima ◽  
Kotaro Okada ◽  
Takumi Toyo ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Induction

Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (±)-epi-indolizidine 167B and 209D

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Diastereoselective Synthesis ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Acyliminium Ions

A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (±)-epi-indolizidine 167B and 209D.

Stereoselective Synthesis of Skipped Polyols by Substrate-Directed Asymmetric Induction

2000 ◽  
Vol 2 (9) ◽  
pp. 1209-1212 ◽  
Author(s):  
Thomas Trieselmann ◽  
Reinhard W. Hoffmann
Keyword(s):  
Stereoselective Synthesis ◽  
Asymmetric Induction
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