Catalytic intramolecular addition of metal carbenes to remote furans

被引:30
作者
Doyle, MP [1 ]
Chapman, BJ
Hu, WH
Peterson, CS
McKervey, MA
Garcia, CF
机构
[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
[2] Queens Univ Belfast, Sch Chem, Belfast BT9 5AG, Antrim, North Ireland
关键词
D O I
10.1021/ol990168t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Diazo esters and diazo ketones linked to a furan undergo catalytic intramolecular addition of an intermediate metal carbene to the remote furan to form diendiones with ring sizes up to 17. Regioselectivity is catalyst dependent with addition to either the more or less substituted double bond. The high product yields and absence of need for high dilution suggest that this methodology is general for macrocycle preparations.
引用
收藏
页码:1327 / 1329
页数:3
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