Hydroxynitrile lyase catalyzed enantioselective HCN addition to O-protected α-hydroxyaldehydes
J Roos, F Effenberger
Index: Roos, Juergen; Effenberger, Franz Tetrahedron Asymmetry, 1999 , vol. 10, # 14 p. 2817 - 2828
Full Text: HTML
Citation Number: 22
Abstract
Various O-protected glycol-and racemic lactaldehydes 3 and 6 as well as O-allyl protected racemic α-hydroxyaldehydes 7 (R1= Et, Pr, Bu) have been prepared to investigate and perform a stereoselective Kiliani–Fischer synthesis by hydroxynitrile lyase (HNL) catalyzed addition of HCN. From all protecting groups investigated the allyl moiety was most suitable.(R)-PaHNL from bitter almonds (Prunus amygdalus), yielding the (2S)- ...
Related Articles:
[Bertrand,M.P. et al. Tetrahedron, 1979 , vol. 35, p. 1365 - 1372]
[Mehta, Goverdhan; Khan, Tabrez Babu Tetrahedron Letters, 2012 , vol. 53, # 34 p. 4558 - 4561]
[Miyata, Okiko; Muroya, Kanami; Kobayashi, Tomoko; Yamanaka, Rina; Kajisa, Seiko; Koide, Junko; Naito, Takeaki Tetrahedron, 2002 , vol. 58, # 22 p. 4459 - 4479]