In:
Asian Journal of Organic Chemistry, Wiley, Vol. 5, No. 8 ( 2016-08), p. 1068-1072
Abstract:
A tandem bicyclization strategy has been developed for the stereoselective synthesis of 3,4‐dihydro‐2 H ,6 H ‐2,6‐methanobenzo[ b ][1,5] dioxocine derivatives in good yields and selectivities through the cyclocondensation of 2‐(1‐hydroxy‐3‐methylbut‐3‐en‐1‐yl)phenol with various aldehydes by using 10 mol % BF 3 ⋅ OEt 2 . This is the first reported stereoselective construction of a bridged tricyclic skeleton through a cascade Prins cyclization procedure. This process constitutes an elegant strategy for the quick construction of tricyclic architectures in a single step.
Type of Medium:
Online Resource
ISSN:
2193-5807
,
2193-5815
DOI:
10.1002/ajoc.201600196
Language:
English
Publisher:
Wiley
Publication Date:
2016
detail.hit.zdb_id:
2679333-7
