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Volumn 33, Issue 29, 1992, Pages 4099-4102

Enantioselective routes to chiral benzylic thiols, sulfinic esters and sulfonic acids illustrated by the 1-phenylethyl series

Author keywords

[No Author keywords available]

Indexed keywords

SULFINIC ACID DERIVATIVE; SULFONIC ACID; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0026773183     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)74662-4     Document Type: Article
Times cited : (69)

References (26)
  • 6
    • 0000595912 scopus 로고
    • Such displacements have long been used for the preparation of chiral aliphatic sulfur compounds. For example see
    • (1981) Tetrahedron Lett. , pp. 3119-3122
    • Volante1
  • 7
    • 0010704954 scopus 로고
    • NEW SYNTHETIC REACTIONS BASED ON 1-METHYL-2-FLUOROPYRIDINIUM SALTS. STEREOSPECIFIC PREPARATION OF THIOALCOHOLS FROM ALCOHOLS
    • (1977) Chemistry Letters , pp. 437-440
    • Hojo1    Yoshino2    Mukaiyama3
  • 11
    • 84982459351 scopus 로고
    • A Convenient Synthesis of Optically Active Thiols
    • For the preparation of chiral benzylic organosulfur compounds by the use of resolution procedures see
    • (1976) Synthesis , pp. 326-329
    • Isola1    Ciuffarin2    Sagramora3
  • 17
    • 84918183281 scopus 로고    scopus 로고
    • R(R) = 18.6 min.
  • 18
    • 84918183280 scopus 로고    scopus 로고
    • 3a
  • 19
    • 84918183279 scopus 로고    scopus 로고
    • Enantiomeric excess was determined by conversion of 4 to its Mosher ester 7 and NMR analysis of the resulting diastereomers.
  • 20
    • 84918183278 scopus 로고    scopus 로고
    • Compare the procedure of Smith, H.E.; Fontana, L.P. J. Org. Chem. 1991, 56, 432-435 which appeared after the completion of this work.
  • 21
    • 0002800662 scopus 로고
    • A convenient and general synthesis of alkane sulfinic acids.
    • For another preparation of benzylsulfinic acids see
    • (1984) Chemistry Letters , pp. 2125-2128
    • Ueno1    Kojima2    Okawara3
  • 22
    • 0000639963 scopus 로고
    • Treatment of the thioacetate with commercially available peracetic acid also afforded the desired product, but the former conditions were found to be more convenient and to afford a product of higher purity.
    • (1962) J. Org. Chem. , vol.27 , pp. 2853-2858
    • Showell1    Russell2    Swern3
  • 26
    • 84918183277 scopus 로고    scopus 로고
    • This research was assisted financially by a grant from the National Science Foundation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.