Semirational Engineering of the Naphthalene Dioxygenase fromPseudomonassp. NCIB 9816-4 towards Selective Asymmetric Dihydroxylation

ChemCatChem ◽  
2017 ◽  
Vol 10 (1) ◽  
pp. 178-182 ◽  
Author(s):  
Julia M. Halder ◽  
Bettina M. Nestl ◽  
Bernhard Hauer
Keyword(s):  
Naphthalene Dioxygenase ◽  
Asymmetric Dihydroxylation

Synthesis of the C19–C30 Bis-THF Fragment of Iriomoteolide-13a via Stepwise SN2 Cyclization and Intramolecular syn-Oxypalladation

2020 ◽  
Author(s):  
Hui Zhao ◽  
Kai Gao ◽  
Haichen Ma ◽  
Tsz Chun Yip ◽  
Wei-Min Dai
Keyword(s):  
Aldol Reaction ◽  
Allylic Alcohol ◽  
Asymmetric Dihydroxylation ◽  
Hydroxy Groups

The C19–C30 bis-THF fragment of the proposed structure of iriomoteolide-13a has been synthesized. The w-mesyloxy-substituted stereotetrad possessing three continuous hydroxy groups was generated by <i>anti</i>-aldol reaction and asymmetric dihydroxylation (AD). Upon heating in pyridine the stereotetrad underwent an S<sub>N</sub>2 cyclization to form the C19–C22 THF ring. It was followed by an intramolecular <i>syn</i>-oxypalladation of the C28 chiral allylic alcohol to give the C23–C26 THF ring.

Synthesis of all four isomers of disparlure using osmium-catalyzed asymmetric dihydroxylation.

1992 ◽  
Vol 33 (43) ◽  
pp. 6411-6414 ◽  
Author(s):  
Ehud Keinan ◽  
Subhash C. Sinha ◽  
Anjana Sinha-Bagchi ◽  
Wang Zhi-Min ◽  
Zhang Xiu-Lian ◽  
...  
Keyword(s):  
Asymmetric Dihydroxylation

ChemInform Abstract: Catalytic Asymmetric Dihydroxylation of Olefins with New Catalysts: The First Example of Heterogenization of OsO42- by Ion-Exchange Technique.

ChemInform ◽  
2010 ◽  
Vol 33 (4) ◽  
pp. no-no
Author(s):  
Boyapati M. Choudary ◽  
Naidu S. Chowdari ◽  
Mannepalli L. Kantam ◽  
Kondapuram V. Raghavan
Keyword(s):  
Ion Exchange ◽  
Asymmetric Dihydroxylation ◽  
Catalytic Asymmetric ◽  
Exchange Technique

ChemInform Abstract: Asymmetric Dihydroxylation of Vinyl- and Allylsilanes.

ChemInform ◽  
2010 ◽  
Vol 25 (33) ◽  
pp. no-no
Author(s):  
A. R. BASSINDALE ◽  
P. G. TAYLOR ◽  
Y. XU
Keyword(s):  
Asymmetric Dihydroxylation

Formation of chiral tertiary homoallylic alcohols via Evans aldol reaction or enzymatic resolution and their influence on the Sharpless asymmetric dihydroxylation

Tetrahedron ◽  
2010 ◽  
Vol 66 (21) ◽  
pp. 3814-3823 ◽  
Author(s):  
Matthias Theurer ◽  
Peter Fischer ◽  
Angelika Baro ◽  
Giang Son Nguyen ◽  
Robert Kourist ◽  
...  
Keyword(s):  
Aldol Reaction ◽  
Enzymatic Resolution ◽  
Asymmetric Dihydroxylation ◽  
Homoallylic Alcohols
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