Oxidative Spirocyclization of Phenolic Sulfonamides: Scope and Applications

被引:68
作者
Liang, Huan [1 ]
Ciufolini, Marco A. [1 ]
机构
[1] Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
alkaloids; dearomatization; lepadiformine; phenols; sulfonamides; TRICYCLIC MARINE ALKALOIDS; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; HYPERVALENT IODINE OXIDATION; FORMAL TOTAL-SYNTHESIS; DIELS-ALDER REACTIONS; NATURAL ENANTIOMER; LEPADIFORMINE; AMIDATION; (+/-)-LEPADIFORMINE; (-)-LEPADIFORMINE;
D O I
10.1002/chem.201001402
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A full account of the oxidative dearomatization of para- and ortho-phenolic sulfonamides is provided together with an overview of the chemistry of the products and their elaboration to building blocks for spirocyclic alkaloids. A concise total synthesis of putative lepadiformine complements the discussion.
引用
收藏
页码:13262 / 13270
页数:9
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