A Flexible Approach to 6,5-Benzannulated Spiroketals

被引:14
|
作者
Wilson, Zoe E. [1 ]
Hubert, Jonathan G. [1 ]
Brimble, Margaret A. [1 ]
机构
[1] Univ Auckland, Dept Chem, Auckland, New Zealand
关键词
Spiroketals; Olefination; Hydrogenation; Cyclisation; Synthetic methods; PRODUCT-LIKE SCAFFOLDS; BIOLOGICAL-ACTIVITY; CHEMICAL VARIATION; CONVERGENT ROUTE; PURPUROMYCIN; RUBROMYCINS; DESIGN;
D O I
10.1002/ejoc.201100345
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel route to simple 6,5-benzannulated spiroketal analogues has been developed. A convergent Horner-Wadsworth-Emmons olefination enabled ready assembly of the spiroketal precursors. Use of a benzyl protecting group strategy enabled an efficient one-pot hydrogenation/deprotection/spiroketalisation process to be employed providing a robust method to access a range of substituted aromatic monobenzannulated spiroketals.
引用
收藏
页码:3938 / 3945
页数:8
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