153595-01-8Relevant academic research and scientific papers
Dispiroketals in Synthesis (Part 4):1 Enantioselective Desymmetrization of Glycerol Using a C2-Symmetric Disubstituted bis-Dihydropyran
Boons, Geert-Jan,Entwistle, David A.,Ley, Steven V.,Woods, Martin
, p. 5649 - 5652 (1993)
Glycerol may be simultaneously protected and enantioselectively desymmetrised by dispiroketal formation with (S,S)-2,2'-dimethyl-3,3',4,4'-tetrahydro-6,6'-bi-2H-pyran 1.
Dispiroketals in Synthesis (Part 19): Dispiroketals as Enantioselective and Regioselective Protective Agents for Symmetric Cyclic and Acyclic Polyols.
Downham, Robert,Edwards, Paul J.,Entwistle, David A.,Hughes, Andrew B.,Kim, Kun Soo,Ley, Steven V.
, p. 2403 - 2440 (2007/10/03)
The enantioselective preparation of both enantiomers of a C2-symmetric diphenyl-bidihydropyran 3 and 4 is described.The application of enantiopure bi-dihydropyrans 1-4 towards the simultaneous enantioselective differentiation and regioselective protection of a range of cyclic and acyclic symmetrical polyols (23, 37, 43, 45, 54, 61 and 66) is investigated.Several deprotections utilising trifluoroacetic acid (TFA) and a transketalisation with acidic glycerol are presented.
