138436-19-8Relevant articles and documents
Stereodivergent synthesis of cis epoxides derived from asymmetrized 2-alkenyl-1,3-propanediols
Guanti, Giuseppe,Banfi, Luca,Merlo, Valeria,Narisano, Enrica,Thea, Sergio
, p. 9501 - 9516 (2007/10/02)
Cis epoxides of any desired absolute stereochemistry have been obtained in a high enantio- and diastereodivergent manner via diastereospecific epoxidation of asymmetrized (Z)-2-alkenyl-1,3-propanediols, in turn obtained through a chemoenzymatic route, and a protection-deprotection 'trick' on hydroxy groups.
Protecting group controlled diastereoselective allylation of asymmetrized bis (hydroxymethyl) acetaldehydes (BHYMA)
Guanti, Giuseppe,Banfi, Luca,Narisano, Enrica
, p. 6939 - 6942 (2007/10/02)
MgBr2 catalysed allylation of a series of diprotected asymmetrized bis (Hydroxymethyl) acetaldehydes 2 with allyltributylstannane proceeds with good diastereoselectivity. The stereochemical results are in line with a cyclic chelated transition state, where only one of the two CH2OR appendages, due to the different nature of protecting groups, is capable of coordinating the Lewis acid.