Complex fragment coupling by crotylation: a powerful tool for polyketide natural product synthesis

作者:Reznik Samuel K; Marcus Brian S; Leighton James L*
来源:Chemical Science, 2012, 3(11): 3326-3330.
DOI:10.1039/c2sc21325g

摘要

The first examples of the use of crotylation as a stereocontrolled complex fragment coupling strategy are described. Asymmetric aldehyde isoprenylation provides access to 2-substituted-1,3-butadienes that may be subjected to highly regio- and stereoselective 1,4 hydrosilylation with trichloro-silane. After complexation with a chiral diamine, the 2-substituted-cis-crotylsilanes may be employed in highly diastereoselective Sc(OTf)(3)-catalyzed aldehdye crotylation reactions.

  • 出版日期2012-11