메뉴 건너뛰기




Volumn 61, Issue 22, 1996, Pages 7889-7894

A new synthesis of 1β-alkylcarbapenems utilizing Eschenmoser sulfide contraction of the novel thiazinone intermediates

Author keywords

[No Author keywords available]

Indexed keywords

CARBAPENEM DERIVATIVE;

EID: 0029800902     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960764q     Document Type: Article
Times cited : (18)

References (40)
  • 5
    • 84998318346 scopus 로고
    • For reviews, see: (a) Kametani, T.; Ihara, M. J. Synth. Org. Chem. Jpn. 1980, 38, 1025. (b) Shibuya, M. J. Synth. Org. Chem. Jpn. 1983, 41, 62. (c) Kametani, T. Heterocycles 1982, 17, 463. (d) Nagahara, T.; Kametani, T. Heterocycles 1987, 25, 729.
    • (1980) J. Synth. Org. Chem. Jpn. , vol.38 , pp. 1025
    • Kametani, T.1    Ihara, M.2
  • 6
    • 85004654579 scopus 로고
    • For reviews, see: (a) Kametani, T.; Ihara, M. J. Synth. Org. Chem. Jpn. 1980, 38, 1025. (b) Shibuya, M. J. Synth. Org. Chem. Jpn. 1983, 41, 62. (c) Kametani, T. Heterocycles 1982, 17, 463. (d) Nagahara, T.; Kametani, T. Heterocycles 1987, 25, 729.
    • (1983) J. Synth. Org. Chem. Jpn. , vol.41 , pp. 62
    • Shibuya, M.1
  • 7
    • 0000568344 scopus 로고
    • For reviews, see: (a) Kametani, T.; Ihara, M. J. Synth. Org. Chem. Jpn. 1980, 38, 1025. (b) Shibuya, M. J. Synth. Org. Chem. Jpn. 1983, 41, 62. (c) Kametani, T. Heterocycles 1982, 17, 463. (d) Nagahara, T.; Kametani, T. Heterocycles 1987, 25, 729.
    • (1982) Heterocycles , vol.17 , pp. 463
    • Kametani, T.1
  • 8
    • 0345798442 scopus 로고
    • For reviews, see: (a) Kametani, T.; Ihara, M. J. Synth. Org. Chem. Jpn. 1980, 38, 1025. (b) Shibuya, M. J. Synth. Org. Chem. Jpn. 1983, 41, 62. (c) Kametani, T. Heterocycles 1982, 17, 463. (d) Nagahara, T.; Kametani, T. Heterocycles 1987, 25, 729.
    • (1987) Heterocycles , vol.25 , pp. 729
    • Nagahara, T.1    Kametani, T.2
  • 28
    • 84889549857 scopus 로고    scopus 로고
    • note
    • In contrast, the sulfide contraction in the original paper required much higher temperature (over 50°C). See ref 9.
  • 32
    • 84889558995 scopus 로고    scopus 로고
    • Japanese Provisional Patent No. 99379, 1987
    • This acyl chloride was prepared from tetrabutylammonium monobenzyl oxalate as follows: (1) (pivaloyloxy(methyl chloride/ acetone, (2) hydrogenolysis, (3) oxalyl chloride. See: Japanese Provisional Patent No. 99379, 1987.
  • 40
    • 84889543498 scopus 로고    scopus 로고
    • note
    • The stereochemistry of 27 was made sure by the direct comparison of coupling constants of H5 with those of 18; H5 of 27 appeared as double doublet (J = 10.3, 2.8 Hz) at δ 4.12, while that of 18 did as double doublet (J = 10.4, 3.0 Hz) at δ 4.13 as shown in the Experimental Section.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.