72229-15-3Relevant articles and documents
Stereoselective synthesis of tetrahydropyrans through tandem and organocatalytic oxa-Michael reactions: Synthesis of the tetrahydropyran cores of ent-(+)-sorangicin A
Lee, Kiyoun,Kim, Hyoungsu,Hong, Jiyong
, p. 1025 - 1032 (2012/03/27)
Tandem and organocatalytic oxa-Michael reactions of α,β- unsaturated aldehydes were explored for the stereoselective synthesis of structurally complex tetrahydropyrans. Thestereoselective synthesis of 2,6-trans-tetrahydropyrans, which are thermodynamically unfavorable, was accomplished through a reagent-controlled, organocatalytic oxa-Michael reaction. A temperature-dependent configurational switch allowed the preparation of both 2,3-trans-2,6-trans-and 2,3-cis-2,6-cis-tetrahydropyrans from a common substrate. This switch was then used to synthesize the precursors of the C21-C29 and C30-C37 fragments of ent-(+)-sorangicin A. The tandem and organocatalytic oxa-Michael reactions of α,β-unsaturated aldehydes were explored and applied to the stereoselective synthesis of structurally complex tetrahydropyrans. Copyright
Synthesis of Optically Active 1,2-Epoxy-3-ols
Heravi, M. M.
, p. 349 - 354 (2007/10/03)
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An asymmetric approach to 2-deoxynucleosides via organosulfur building blocks as chemical chameleons
Trost, Barry M.,Nuebling, Christoph
, p. 1 - 12 (2007/10/02)
An asymmetric synthesis of 6-N-benzoyl-5'-O-benzyl-2'-deoxyadenosine and its α anomer from non-carbohydrate building blocks is achieved in 7 steps.The sequence builds the basic structures using bis(methylthio)methane and methylthiomethyl phenyl sulfone as
