SCOPUS 정보 검색 플랫폼

Volumn 30, Issue 52, 1989, Pages 7457-7460

Asymmetric synthesis of protected α-fluoroglycines

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA FLUOROGLYCINE; UNCLASSIFIED DRUG;

ARTICLE; CRYSTALLOGRAPHY; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PRIORITY JOURNAL;

EID: 0024801742 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)70724-6 Document Type: Article

Times cited : (32)

References (13)

1
- 0003661703
- For recent reviews, see
- (1987) Chem. Soc. Rev. , vol.16 , pp. 381
- Mann¹

3
- 84919121287
- Although most amines are predominantly protonated at pH < 9, it is likely that the presence of small amounts of free amine in equilibrium would cause decomposition of α-fluoroamines at most pHs.

4
- 37049074883
- and references therein
- (1988) J. Chem. Soc. , pp. 1149
- Takeuchi¹ Asahina² Nagata³ Koisumi⁴

5
- 0002223726
- Synthesis of Optically Active Chlorofluoroacetyl Chloride
- (1984) Synthesis , vol.84 , pp. 838
- Molines¹ Wakselman²

7
- 84919121286
- All compounds were homogeneous by HPLC and/or TLC, and showed satisfactory spectral data including high resolution mass spectra.

9
- 84919121284
- The crude α-fluoroglycine derivatives (5a) and (5b) were always contaminated with ca. 15% of their epimers [i.e. crude (5a) contained ca. 15% of (5b) and vice versa]. As small amounts of recovered starting materials showed 0% d.e. [i.e. equal amounts of (4a) and (4b)], we concluded that iodide generated during the reaction caused some epimerisation of the starting material.

10
- 84981777592
- The Gabriel Synthesis of Primary Amines
- N2 pathway, leading to inversion of configuration - see, Int. Ed., (especially pp. 920-921, and references therein). As the auxiliary did not influence the stereochemical outcome of the reaction [i.e. (4a)→(4b) but (4b)→(5b)], and as there are no reported cases of retention of configuration from similar Gabriel transformations, it seems certain that inversion must have occurred.
- (1968) Angewandte Chemie International Edition in English , vol.7 , pp. 919
- Gibson¹ Bradshaw²

11
- 84919121283
- i.e. Inversion, although the R/S notation is unaltered because of priority rules.

12
- 84944813429
- On the application of phase relationships to complex structures. XXIV. The Sayre tangent formula
- Sect. A
- (1985) Acta Crystallographica Section A Foundations of Crystallography , vol.41 A , pp. 286
- Debaerdemaeker¹ Tate² Woolfson³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.