155003-68-2Relevant academic research and scientific papers
Asymmetric synthesis of all 8 stereoisomers of α-methyl homoallylic alcohols derived by crotyl addition onto bis(hydroxymethyl)acetaldehydes (BHYMA*)
Guanti, Giuseppe,Banfi, Luca,Teresa Zannetti
, p. 5487 - 5490 (2007/10/02)
The asymmetric synthesis of epimeric α-methyl homoallylic alcohols 4 and 7 has been realized respectively through chelation-controlled addition of crotylbutyltin to asymmetrized bis(hydroxymethyl) acetaldehydes (BHYMA*) 3, and via chelation-controlled reduction of ketones 8. Due to the stereochemical flexibility of the C-5 chiral centre and to the enantiodivergent preparation of both anantiomers of 3, all 8 isomers of these crotylation products become accessible, starting from an unique precursor 1.
Protecting group controlled diastereoselective reduction of diprotected α,α-bis(hydroxymethyl) ketones derived from THYM*, using the DIBALH / MgBr2 system
Guanti, Giuseppe,Banfi, Luca,Riva, Renata,Teresa Zannetti
, p. 5483 - 5486 (2007/10/02)
The reduction of diprotected α,α-bis(hydroxymethyl)ketones 5, derived from the novel chiral building blocks THYM*1 and BHYMA*2 has been realized with good to excellent stereoselectivity (from 85:15 to 97:3), through a appropriate choice of the two protect
