TY - JOUR
T1 - Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols
T2 - Synthetic targets inspired by blepharocalyxin D
AU - Bunt, Adam J.
AU - Bailey, Christopher D.
AU - Cons, Benjamin D.
AU - Edwards, Sophie J.
AU - Elsworth, Jon D.
AU - Pheko, Tshepo
AU - Willis, Christine L.
PY - 2012/4/16
Y1 - 2012/4/16
N2 - trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.
AB - trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.
UR - http://www.scopus.com/inward/record.url?scp=84859743149&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84859743149&partnerID=8YFLogxK
U2 - 10.1002/anie.201108315
DO - 10.1002/anie.201108315
M3 - Article
C2 - 22392806
AN - SCOPUS:84859743149
SN - 1433-7851
VL - 51
SP - 3901
EP - 3904
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 16
ER -