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SmI 2 ‐Mediated Addition Reaction of α‐Halomethylsulfones to Carbonyl Compounds. A Convenient Synthesis of β‐Hydroxysulfones
Author(s) -
Huang Xian,
Duan DeHui,
Jin HongWei
Publication year - 2003
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.20030210739
Subject(s) - chemistry , halogenation , carbonyl group , organic chemistry , addition reaction , reaction conditions , medicinal chemistry , combinatorial chemistry , catalysis
Due to the chemoselective dehalogenation by SmI 2 , the addition of α‐halomethylsulfones to carbonyl compounds afforded β‐hydroxysulfones. Those reactions with α‐bromomethylsulfones gave the products in moderate to good yields. The SmI 2 ‐mediated addition of gem ‐dihalomethylsulfones to ketones also afforded α‐halo‐β‐hydroxysulfones in moderate yields.