Asymmetric synthesis of chiral 2-fluorinated 1,3-propanediols and its application to the preparation of monofluorinated chiral synthon

Tetrahedron Letters

Volumn 39, Issue 42, 1998, Pages 7741-7744

  Yokoyama, Hajime ^a   Hyodo, Ryo ^a   Nakada, Akiko ^a   Yamaguchi, Seiji ^a   Hirai, Yoshiro ^a   Kometani, Tadashi ^b   Goto, Michimasa ^b   Shibata, Norio ^a   Takeuchi, Yoshio ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

^b TOYAMA NATIONAL COLLEGE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 PROPANEDIOL; 1,3 PROPANEDIOL DERIVATIVE; FLUORINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHIRALITY; ESTERIFICATION; FLUORINATION; HYDROLYSIS; ORGANIC CHEMISTRY; REACTION ANALYSIS; SYNTHESIS;

EID: 0032532567     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01687-6     Document Type: Article

References (21)

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16. 3);δ= 1.08-1.35 (5H, m), 1.67-1.95 (6H, m), 2.12 (3H, s), 3.73 (1H, dd, J =16.6, 12.4 Hz), 3.77 (1H, dd, J =14.6, 12.4 Hz), 4.29 (1H, dd, J =14.9, 12.4 Hz), 4.34 (1H, dd, J =17.8, 12.4 Hz). The optical purity was determined by HPLC analysis (Chiralcel OJ, 2-propanol/hexane) after tosylation of the hydroxyl group and hydrolysis of the acyl group.
17. 10) - 5.3° (R))
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21. 6) - 146.20 (m).