
%0 Journal Article
%A Young, D 
%A Kitching, W 
%T Stereochemical Aspects of Aldehyde Additions to Cyclohex-2-Enylstannanes
%J Australian Journal of Chemistry
%D 1985/12/01
%V 38
%N 12
%P 1767-1777
%K 
%R https://doi.org/10.1071/CH9851767
%U https://www.publish.csiro.au/paper/CH9851767 
%X Cyclohex-2-enylation of aldehydes, mediated with boron trifluoride etherate, involves &#947;-equatorial approach of the presumed aldehyde-Lewis acid adduct (RCHO-BF3), irrespective of starting stannane stereochemistry. Marginal threo selectivity characterizes homoallyl alcohol formation from benzaldehyde, whereas alkanals react with high erythro selectivity, so that 1-(1&#8242;-hydroxyalkyl)cyclohex-2-enes in this diastereomeric form are available based on allyltin chemistry. 
