Photoremovable Protecting Groups for Phosphorylation of Chiral Alcohols. Asymmetric Synthesis of Phosphotriesters of (-)-3',5'-Dimethoxybenzoin

1994 ◽  
Vol 59 (14) ◽  
pp. 3890-3897 ◽  
Author(s):  
Michael C. Pirrung ◽  
Steven W. Shuey
Keyword(s):  
Asymmetric Synthesis ◽  
Protecting Groups ◽  
Chiral Alcohols ◽  
Photoremovable Protecting Groups

Asymmetric Synthesis of Organophosphorus Compounds using H-P reagents derived from Chiral Alcohols

2021 ◽  
Author(s):  
Tomasz K. Olszewski ◽  
Joseph Gbubele
Keyword(s):  
Asymmetric Synthesis ◽  
Phosphorus Atom ◽  
Organophosphorus Compounds ◽  
Chiral Alcohols

Chiral organophosphorus compounds, especially those containing C-stereogenic carbons in the proximity of the phosphorus atom, are known for their unique properties and have found wide applications that span from medicinal...

scholarly journals Competing pathways for photoremovable protecting groups: the effects of solvent, oxygen and encapsulation

2020 ◽  
Vol 19 (10) ◽  
pp. 1364-1372
Author(s):  
Thomas Field ◽  
Julie Peterson ◽  
Chicheng Ma ◽  
Pradeepkumar Jagadesan ◽  
José P. Da Silva ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Protecting Groups ◽  
Photoremovable Protecting Groups ◽  
Competing Pathways

Photolysis of p-hydroxyphenacyloxy arenes releases free phenols in good yields governed by their pKa. At high pKa, new byproducts (Bvs. A) reveal a change in reaction mechanism.

scholarly journals A general strategy for visible-light decaging based on the quinone cis-alkenyl lock

2019 ◽  
Vol 55 (34) ◽  
pp. 4965-4968 ◽  
Author(s):  
David P. Walton ◽  
Dennis A. Dougherty
Keyword(s):  
Visible Light ◽  
Protecting Groups ◽  
General Strategy ◽  
Thermal Cyclization ◽  
Coumaric Acid ◽  
Photoremovable Protecting Groups

Combining the fast thermal cyclization of o-coumaric acid derivatives with the intramolecular photoreduction of quinones gives new visible-light photoremovable protecting groups absorbing well above 450 nm.

scholarly journals Synthesis of Caged Nucleosides with Photoremovable Protecting Groups Linked to Intramolecular Antennae

2005 ◽  
Vol 88 (4) ◽  
pp. 891-904 ◽  
Author(s):  
Joulia Smirnova ◽  
Dominik Wöll ◽  
Wolfgang Pfleiderer ◽  
Ulrich E. Steiner
Keyword(s):  
Protecting Groups ◽  
Photoremovable Protecting Groups

scholarly journals De Novo Asymmetric Synthesis of All-d-, All-l-, and d-/l-Oligosaccharides Using Atom-less Protecting Groups

2012 ◽  
Vol 134 (29) ◽  
pp. 11952-11955 ◽  
Author(s):  
Ravula Satheesh Babu ◽  
Qian Chen ◽  
Sang-Woo Kang ◽  
Maoquan Zhou ◽  
George A. O’Doherty
Keyword(s):  
Asymmetric Synthesis ◽  
De Novo ◽  
Protecting Groups

Molecular Engineering of Photoremovable Protecting Groups for Two-Photon Uncaging

2008 ◽  
Vol 120 (49) ◽  
pp. 9667-9671 ◽  
Author(s):  
Sylvestre Gug ◽  
Frédéric Bolze ◽  
Alexandre Specht ◽  
Cyril Bourgogne ◽  
Maurice Goeldner ◽  
...  
Keyword(s):  
Molecular Engineering ◽  
Protecting Groups ◽  
Two Photon ◽  
Photoremovable Protecting Groups

Efficient asymmetric synthesis of chiral alcohols using high 2-propanol tolerance alcohol dehydrogenase SmADH2 via an environmentally friendly TBCR system

2020 ◽  
Vol 10 (1) ◽  
pp. 70-78 ◽  
Author(s):  
Zeyu Yang ◽  
Hengwei Fu ◽  
Wenjie Ye ◽  
Youyu Xie ◽  
Qinghai Liu ◽  
...  
Keyword(s):  
Alcohol Dehydrogenase ◽  
Asymmetric Synthesis ◽  
Environmentally Friendly ◽  
Cofactor Regeneration ◽  
Chiral Alcohols ◽  
Regeneration System ◽  
High Substrate ◽  
System A ◽  
System P

Based on substrate-coupled cofactor regeneration system, a high 2-propanol tolerance SmADH2 together with TBCR system can synthesise structurally diverse chiral alcohols at a high substrate loading with only 1.25 equivalents of 2-propanol.

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