Diastereoselective addition of methylmetal reagents to 2-methylaldehydes.
2001 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 57, no 35, 7541-7548 p.Article in journal (Refereed) Published
The preparation of compounds incorporating the 3-hydroxy-2-methyl-1-butyl moiety of high diastereomeric purity is described. These compounds can serve as potential building blocks for the preparation of several kinds of natural products. The diastereoselective addition of a number of methylmetal derivatives to three 3-substituted 2-methylaldehydes in various solvents was studied. An excellent diastereomeric. ratio (95:5 anti-Cram/Crain) was obtained with 2-methyl-3-(phenylsulfanyl)propanal (5) and Me2Zn in the presence of TiCl4.
Place, publisher, year, edition, pages
2001. Vol. 57, no 35, 7541-7548 p.
addition, asymmetric induction, diastereoselection, chelation
IdentifiersURN: urn:nbn:se:kth:diva-25544DOI: 10.1016/S0040-4020(01)00713-XISI: 000170631700013OAI: oai:DiVA.org:kth-25544DiVA: diva2:359097
QC 201010262010-10-262010-10-262010-10-26Bibliographically approved