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A General and Facile Approach for the Synthesis of 2′‐Functionalized 1,1′‐Binapthyl‐2‐ols
Author(s) -
Xie Xiaomin,
Ding Lina,
Ni Gang,
Zhang Zhaoguo,
Gao Jinsheng
Publication year - 2010
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201090276
Subject(s) - chemistry , electrophile , reagent , phosphonate , amine gas treating , aldehyde , lithium (medication) , halide , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , medicine , endocrinology
A facile and efficient protocol for the synthesis of 2′‐functionalized 1,1′‐binaphthyl‐2‐ols has been developed. The C,O‐dilithio reagent ( 2 ) generated by the reductive ring‐opening of binaphthofuran ( 1 ) with lithium was treated with the corresponding electrophiles to give 2′‐functionalized 1,1′‐binaphthyl‐2‐ols including the halides ( 3 ), amine ( 4 ), acid ( 5 ), aldehyde ( 6 ), carbonate ( 7 ) or phosphonate ( 8 ), respectively, in moderate to good yields.