A Paterno-Buchi approach to the synthesis of merrilactone A

被引:44
作者
Iriondo-Alberdi, J [1 ]
Perea-Buceta, JE [1 ]
Greaney, MF [1 ]
机构
[1] Univ Edinburgh, Sch Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1021/ol0514496
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A six-step approach to the tetracyclic core of merrilactone A is described that uses an intramolecular Paterno-BUchi photoaddition to install the key oxetane ring. Irradiation of bicyclic enone 16, constructed through cyclopentenone alkylation followed by a domino oxy-/carbopalladation reaction, produces the tetracyclic oxetane 17 in excellent yield, having the core carbon skeleton of the target compound merrilactone A.
引用
收藏
页码:3969 / 3971
页数:3
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