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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Synthesis of fluorinated analogs of geraniol

…, PL Wiggins, TL Plummer

文献索引：Poulter, C. Dale; Wiggins, Paul L.; Plummer, Thomas L. Journal of Organic Chemistry, 1981 , vol. 46, # 8 p. 1532 - 1538

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被引用次数: 56

摘要

Results and Discussion 3-(Fluoromethyl) geraniol (4). A stereoselective synthesis of 3- (fluoromethy1) geraniol (4) is presented in Scheme I. The key reaction is the conjugate addition of the 4-methylpent-3-en-1-yl moiety (C6HI1) to acetylenic ester 1. This step establishes the correct stereochemistry

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

~53%

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

5-溴-2-甲基-2-戊烯结构式

5-溴-2-甲基-2-戊烯

~%

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

未登录结构式

~%

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

(Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dien-1-yl acetate结构式

(Z)-3-[[(1'-oxa...

~%

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

ethyl (Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dienoate结构式

ethyl (Z)-3-[[(...

~%

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

ethyl (Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dienoate结构式

ethyl (Z)-3-[[(...

~62%

3-(4-methylpent-3-enyl)-2H-furan-5-one结构式

3-(4-methylpent...

5-溴-2-甲基-2-戊烯结构式

5-溴-2-甲基-2-戊烯

~%

3-(4-methylpent-3-enyl)-2H-furan-5-one结构式

3-(4-methylpent...

acetic acid,3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

acetic acid,3-(...

~83%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

5-溴-2-甲基-2-戊烯结构式

5-溴-2-甲基-2-戊烯

~%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

~%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

未登录结构式

~%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

(Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dien-1-yl acetate结构式

(Z)-3-[[(1'-oxa...

~%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

ethyl (Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dienoate结构式

ethyl (Z)-3-[[(...

~%

3-(fluoromethyl)-7-methylocta-2,6-dien-1-ol结构式

3-(fluoromethyl...

5-溴-2-甲基-2-戊烯结构式

5-溴-2-甲基-2-戊烯

~%

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

未登录结构式

~%

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

ethyl (Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dienoate结构式

ethyl (Z)-3-[[(...

~%

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

(Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dien-1-yl acetate结构式

(Z)-3-[[(1'-oxa...

~60%

2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

2-(4-methylpent...

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

(Z)-3-(acetoxymethyl)-7-methylocta-2,6-dien-1-ol结构式

(Z)-3-(acetoxym...

(Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dien-1-yl acetate结构式

(Z)-3-[[(1'-oxa...

~3%

2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

2-(4-methylpent...

acetic acid,2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

acetic acid,2-(...

(Z)-3-(acetoxymethyl)-7-methylocta-2,6-dien-1-ol结构式

(Z)-3-(acetoxym...

未登录结构式

~%

2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

2-(4-methylpent...

ethyl (Z)-3-[[(1'-oxacyclohex-2'-yl)oxy]methyl]-7-methylocta-2,6-dienoate结构式

ethyl (Z)-3-[[(...

~%

2-(4-methylpent-3-enyl)but-2-ene-1,4-diol结构式

2-(4-methylpent...

2-Butynoic acid, 4-hydroxy-, ethyl ester结构式

2-Butynoic acid...

~57%

ethyl 4-fluorobut-2-ynoate结构式

ethyl 4-fluorob...

ethyl 4-(tetrahydro-2H-pyran-2-yloxy)but-2-ynoate结构式

ethyl 4-(tetrah...

~%

ethyl 4-fluorobut-2-ynoate结构式

ethyl 4-fluorob...