1025938-68-4Relevant academic research and scientific papers
A chemoenzymatic route to the (+)-form of the amaryllidaceae alkaloid narseronine
Yang, Shuxin,Banwell, Martin G.,Willis, Anthony C.,Ward, Jas S.
, p. 241 - 247 (2015)
The enzymatically derived and enantiopure cis-1,2-dihydrocatechol 1 has been converted, over 14 one-pot operations, into the (+)-form of the alkaloid narseronine (2). The present study, which complements earlier work that established a route from metaboli
Rapid, chemoenzymatic syntheses of the epoxyquinols ()-bromoxone acetate and ()-tricholomenyn A
Pinkerton, David M.,Banwell, Martin G.,Willis, Anthony C.
, p. 1639 - 1645 (2009)
The epoxyquinol derivatives (-)-bromoxone acetate (ent-1) and (-)-tricholomenyn A (2) have been prepared from the cis-1,2-dihydrocatechols 3 and 4, respectively. Compounds 3 and 4 are themselves obtained in enantiomerically pure form through the whole-cel
Chemoenzymatic access to versatile epoxyquinol synthons
Pinkerton, David M.,Banwell, Martin G.,Willis, Anthony C.
, p. 4290 - 4293 (2009)
The enantiomerically pure and readily available metabolites 10-12 have been converted over four simple steps Into the epoxyquinol derivatives 22-24, respectively. Compounds 23 and 24 or their Immediate precursors have been exploited In efficient total syn
Total synthesis and structural revision of an isopanepoxydone analog isolated from: Lentinus strigellus
Man, Yi,Fu, Shaomin,Chen, Juan,Liu, Bo
, p. 5043 - 5049 (2018/07/25)
Asymmetric total synthesis of compound 1, as a proposed molecular structure of a natural product, in 11 steps is described. The inconsistency of the characterization data between our synthesized sample and the natural product prompted us to propose a different molecular structure as compound 2 and accordingly accomplish total synthesis in 9 steps and confirm the structural revision of this natural product. Both total syntheses feature highly regio- and diastereoselective epoxidation, Stille cross-coupling and cross-metathesis.
Syntheses of Structurally and Stereochemically Varied Forms of C7N Aminocyclitol Derivatives from Enzymatically Derived and Homochiral cis-1,2-Dihydrocatechols
Dlugosch, Michael,Ma, Xinghua,Yang, Shuxin,Banwell, Martin G.,Ma, Chenxi,Ward, Jas S.,Carr, Paul
supporting information, p. 7225 - 7228 (2018/11/25)
The structurally and stereoisomerically varied C7N aminocyclitol derivatives 2-4 have been prepared, using a versatile and flexible range of protocols, from the cis-1,2-dihydrocatechols 5 and 6, homochiral metabolites derived from the whole-cell biotransformation of the corresponding halobenzene. Reaction sequences that enable syntheses of the enantiomeric forms of these derivatives have also been established.
Chemoenzymatic total syntheses of ribisins A, B, and D, polyoxygenated benzofuran derivatives displaying NGF-potentiating properties
Lan, Ping,Banwell, Martin G.,Willis, Anthony C.
, p. 2829 - 2842 (2014/05/06)
Total syntheses of the structures, 1, 2, and 4, assigned to the biologically active natural products ribisins A, B, and D, respectively, have been achieved using the microbially derived and enantiomerically pure cis-1,2-dihydrocatechol 5 as starting material. Key steps include Suzuki-Miyaura cross-coupling, intramolecular Mitsunobu, and tandem epoxidation/rearrangement reactions. As a result of these studies, the structures of ribisins A and D have been confirmed while that of congener B was shown to be represented by 31 rather than 2.
A chemoenzymatic total synthesis of (+)-clividine
White, Lorenzo V.,Schwartz, Brett D.,Banwell, Martin G.,Willis, Anthony C.
experimental part, p. 6250 - 6257 (2011/10/05)
The title compound, ent-1, the non-natural enantiomeric form of the lycorenine-type alkaloid (-)-clividine (1), has been prepared using the enantiomerically pure (ee >99.8%) cis-1,2-dihydrocatechol 3 as starting material. A key feature associated with the
