Synthesis of 5-fluoro-and 5-hydroxymethanoprolines via lithiation of N-BOC-methanopyrrolidines. Constrained C γ-exo and C γ-endo Flp and Hyp conformer mimics

Journal of Organic Chemistry

Volumn 77, Issue 12, 2012, Pages 5331-5344

  Krow, Grant R ^a   Shoulders, Matthew D ^d   Edupuganti, Ramakrishna ^a   Gandla, Deepa ^a   Yu, Fang ^a   Sonnet, Philip E ^a   Sender, Matthew ^a   Choudhary, Amit ^d   Debrosse, Charles ^a   Ross, Charles W ^b   Carroll, Patrick ^c   Raines, Ronald T ^d  

^a Temple University   (United States)

^b MERCK RESEARCH LABORATORIES   (United States)

^c UNIVERSITY OF PENNSYLVANIA   (United States)

^d UNIVERSITY OF WISCONSIN MADISON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE BOND; ANTI ISOMERS; ESTER CARBONYL; ESTER GROUPS; LITHIATION; METALATIONS; METHYL ESTERS; METHYLENE BRIDGE; ORBITAL INTERACTION; PROLINE DERIVATIVES; PYRROLIDINES; RING-PUCKERING;

AMINO ACIDS; ESTERIFICATION; ESTERS; ISOMERS; STEREOCHEMISTRY;

AMIDES;

5 FLUOROMETHANOPROLINE; 5 HYDROXYMETHANOPROLINE; AMIDE; PROLINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; ESTERIFICATION; ISOMER; LITHIATION; STEREOISOMERISM; SYNTHESIS;

MOLECULAR CONFORMATION; PROLINE; PYRROLIDINES; STEREOISOMERISM; THERMODYNAMICS;

EID: 84862557927     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo300700a     Document Type: Article

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