- gem-Difluoroallyllithium: Improved Synthesis Brings Improved Applicability
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The action of n-butyllithium in hexane on CF2BrCH=CH2/CF2=CHCH2Br (5:2 to 20:1 mixture) in 5:1:1 THF/Et2O/pentane at -95 deg C generates gem-difluoroallyllithium which may be trapped, generally in good yield, by an in situ procedure using triorganochlorosilanes (R3SiCF2CH=CH2) and aldehydes and ketones (RR'C(OH)CF2CH=CH2).
- Seyferth, Dietmar,Simon, Robert M.,Sepelak, Dennis J.,Klein, Helmut A.
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- A facile preparation of gem-difluorohomoallylic alcohols[1]
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The reaction of 3-bromo-3,3-difluoropropene with zinc powder in THF at 0°C to room temperature in the presence of aldehydes and ketones provides a useful, easily scaled up route to gem-difluorohomoallylic alcohols. α,β-Unsaturated aldehydes and ketones gi
- Yang, Zhen-Yu,J. Burton, Donald
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p. 339 - 343
(2007/10/02)
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- gem-(DIFLUOROALLYL)LITHIUM: PREPARATION BY LITHIUM-HALOGEN EXCHANGE AND UTILIZATION IN ORGANOSILICON AND ORGANIC SYNTHESIS.
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gem-(Difluoroallyl)lithium may be generated by lithium-bromine exchange between n-butyllithium and CH//2 equals CHCF//2Br at minus 95 degree C by using an in situ procedure. When this preparation is carried out in the presence of chlorosilanes, aldehydes, ketones, and esters, products are formed, often in good yield. The factors determining the regioselectivity in addition to C equals O of unsymmetrically substituted allylic lithium reagents are discussed.
- Seyferth,Simon,Sepelak,Klein
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p. 4634 - 4639
(2007/10/02)
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