NAPHTHALENE-CATALYZED LITHIATION OF DIALKYL SULFATES - A NEW ROUTE FOR ORGANOLITHIUM REAGENTS

被引:40
作者
GUIJARRO, D [1 ]
MANCHENO, B [1 ]
YUS, M [1 ]
机构
[1] UNIV ALICANTE,FAC CIENCIAS,DEPT QUIM ORGAN,APDO 99,E-03080 ALICANTE,SPAIN
关键词
D O I
10.1016/S0040-4039(00)61156-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The lithiation of primary and secondary dialkyl sulfates with an excess of lithium powder in the presence of a catalytic amount of naphthalene at -78-degrees-C leads to the corresponding alkyl-lithium reagents (1:2 molar ratio), which react with different electrophiles, mainly carbonyl compounds. to yield the expected coupling products. This methodology represents an indirect way for transforming alcohols into organolithium compounds through the corresponding dialkyl sulfates.
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页码:5597 / 5600
页数:4
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