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Volumn 347, Issue 5, 2005, Pages 715-717

Simple and highly convenient two-step practical procedure for the synthesis of optically pure methyl D-erythro-2,3-dihydroxybutanoate

Author keywords

C4 chiral building block; Dihydroxy esters; Lactone; Reductive dehalogenation

Indexed keywords

BUTYRIC ACID DERIVATIVE; DEXTRO ERYTHRONOLACTONE; HYDROBROMIC ACID; LACTONE DERIVATIVE; METHANOL; METHYL DEXTRO ERYTHRO 2,3 DIHYDROXYBUTANOATE; UNCLASSIFIED DRUG;

EID: 18244375813     PISSN: 16154150     EISSN: None     Source Type: Journal    
DOI: 10.1002/adsc.200404353     Document Type: Short Survey
Times cited : (5)

References (15)
  • 1
    • 0034050744 scopus 로고    scopus 로고
    • N. Satyamurthi, J. Singh, I. S. Aidhen, Synthesis 2000, 375; for a review on Weinreb's amide, see: J. Singh, N. Satyamurthi, I. S. Aidhen, J. Prakt. Chem. 2000, 342, 340.
    • (2000) Synthesis , pp. 375
    • Satyamurthi, N.1    Singh, J.2    Aidhen, I.S.3
  • 2
    • 0346346425 scopus 로고    scopus 로고
    • N. Satyamurthi, J. Singh, I. S. Aidhen, Synthesis 2000, 375; for a review on Weinreb's amide, see: J. Singh, N. Satyamurthi, I. S. Aidhen, J. Prakt. Chem. 2000, 342, 340.
    • (2000) J. Prakt. Chem. , vol.342 , pp. 340
    • Singh, J.1    Satyamurthi, N.2    Aidhen, I.S.3
  • 4
    • 85008105883 scopus 로고
    • Only racemic mixture of ester 1 has been reported by a highly diastereoselective condensation of the enolate derived from methyl α-benzyloxyacetate with acetaldehyde in the presence of dibutylboryl triflate as the Lewis acid, see: Y. Sugano, S. Naruto, Chem. Pharm. Bull. 1989, 37, 840.
    • (1989) Chem. Pharm. Bull. , vol.37 , pp. 840
    • Sugano, Y.1    Naruto, S.2
  • 7
    • 18244398746 scopus 로고    scopus 로고
    • [3] for the racemic mixture of compound 3
    • [3] for the racemic mixture of compound 3.
  • 13
    • 0000451948 scopus 로고    scopus 로고
    • However, the threo-configured ethyl ester of 4-bromo-2,3- dihydroxybutanoic acid is mentioned in two places, see: a) P. Dupau, R. Epple, A. A. Thomas, V. V. Fokin, B. K. Sharpless, Adv Synth. Catal. 2002, 344, 421; b) K. Okumura, K. Matsumoto, M. Fukamizu, H. Yasuo, Y. Taguchi, Y. Sugihara, I. Inoue, M. Seto, Y. Sato, J. Med. Chem. 1974, 17, 846.
    • (2002) Adv. Synth. Catal. , vol.344 , pp. 421
    • Dupau, P.1    Epple, R.2    Thomas, A.A.3    Fokin, V.V.4    Sharpless, B.K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.