
TY  - JOUR
A1  - Loughlin, Wendy A. 
T1  - A Facile Approach to Bicyclo[<emph type="2">n</emph>.2.0]alkan-1-ols: An Overview
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2004
VL  - 57
IS  - 4
SP  - 335
EP  - 338
KW  - alkylation &#8212; bicycloalkanols &#8212; polycyclic compounds &#8212; ring closure &#8212; synthesis (org.)
UR  - https://doi.org/10.1071/CH03213 
N2  - Bicyclo[n.2.0]alkan-1-ols are an integral part of various frameworks of natural products. The reaction of the lithium enolates of simple ketones with (&#177;)-phenyl vinyl sulfoxide and the controlled formation of bicyclo[n.2.0]alkan-1-ols was investigated. Facile access to bicyclo[n.2.0]alkan-1-ols (n = 3&#8211;6) bearing a bridgehead hydroxyl group was obtained. The ratio of bicyclo[n.2.0]alkan-1-ols (n = 3&#8211;6) to alkyated ketone was found to be dependent on enolate reactivity, electrophile conversion, time, reaction temperature, concentration, as well as the stability and steric strain observed in the final bicyclo[n.2.0]alkan-1-ol product. 
ER  -

