154013-20-4Relevant academic research and scientific papers
Chemoenzymatic Synthesis of the Antifungal Compound (–)-Pestynol by a Convergent, Sonogashira Construction of the Central Yne-Diene
Borra, Suresh,Kumar, Manoj,McNulty, James,Baidilov, Daler,Hudlicky, Tomas
supporting information, p. 77 - 79 (2018/11/23)
A total synthesis of the fungal-derived natural product pestynol is reported via a convergent chemoenzymatic approach from the readily available precursors geranyl bromide, ethyl acetoacetate, trimethylsilylacetylene, and bromobenzene. Synthetic (–)-pestynol proved to be identical in all respects to the natural material, allowing confirmation of the structure including absolute stereochemistry.
Chemoenzymatic synthesis of the trans-dihydrodiol isomers of monosubstituted benzenes via anti-benzene dioxides
Boyd, Derek R.,Sharma, Narain D.,Llamas, Nuria M.,O'Dowd, Colin R.,Allen, Christopher C. R.
, p. 2208 - 2217 (2008/02/09)
Enantiopure cis-2,3-dihydrodiols, available from dioxygenase-catalysed cis-dihydroxylation of monosubstituted benzene substrates, have been used as synthetic precursors of the corresponding trans-3,4-dihydrodiols. The six-step chemoenzymatic route from ci
Enantiopure arene dioxides: Chemoenzymatic synthesis and application in the production of trans-3,4-dihydrodiols
Boyd,Sharma,O'Dowd,Hempenstall
, p. 2151 - 2152 (2007/10/03)
Enantiopure syn- and anti-arene dioxides are synthesised from cis-dihydrodiol metabolites; anti-benzene dioxides are reduced to enantiopure trans-3,4-dihydrodiols while synbenzene dioxides racemise thermally via 1,4-dioxocins.
On the dihydroxylation of cyclic allylic alcohols
Donohoe, Timothy J.,Garg, Rina,Moore, Peter R.
, p. 3407 - 3410 (2007/10/03)
The preparation and dihydroxylation (OsO4) of a series of conformationally constrained allylic alcohols is described. By using dichloromethane as solvent, the selectivity that favours the anti triol is substantially reduced by hydrogen-bonding
