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Volumn 34, Issue 3, 1993, Pages 513-516

Stereoselective reduction of β,δ-diketo esters derived from tartaric acid. A facile route to optically active 6-oxo-3,5-syn-isopropylidenedioxyhexanoate, a versatile synthetic intermediate of artificial HMG Co-A reductase inhibitors.

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIOXANE DERIVATIVE; 3,5 ISOPROPYLIDENEDIOXY 6 OXOHEXANOIC ACID TERT BUTYL ESTER; HYDROXYMETHYLGLUTARYL COENZYME A REDUCTASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 0027391862     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(93)85115-D     Document Type: Article
Times cited : (31)

References (23)
  • 4
    • 84918747106 scopus 로고    scopus 로고
    • Minami, T.; Hiyama, T. Tetrahedron Lett. in press. See also
  • 15
    • 85034161521 scopus 로고
    • Synthesis of Optically Pure 2,3,4,5-Substituted Tetrahydrofurans from a Bis-Allylic Framework via an Osmylation-Haloetherification Sequence
    • (1990) Synlett , pp. 523
    • Saito1    Morikawa2    Moriwake3
  • 18
    • 84918722983 scopus 로고    scopus 로고
    • 1H-NMR analysis.
  • 19
    • 85034191432 scopus 로고
    • Protected Vicinal Diol Controller in Diastereoselective Reduction of β-Oxo Esters
    • this model corresponds well to the diastereoselectivity observed by Saito et al. in β-keto ester reductions. See ref 6 and also
    • (1992) Synlett , pp. 325
    • Saito1    Harunari2    Shimamura3    Asahara4    Moriwake5
  • 20
    • 84918759288 scopus 로고    scopus 로고
    • Reduction of cyclic acetali with DIBAL gave a 3 : 2 diastereomeric mixture ofii.
  • 21
    • 84918719582 scopus 로고    scopus 로고
    • +-Me, 24), 129 (31), 97 (36), 59 (100).
  • 22
    • 84918763881 scopus 로고    scopus 로고
    • 20 −5.90° (c 2.0, MeOH) (JP 02-262537)] of, 3R,5S isomer.
  • 23
    • 84918733363 scopus 로고    scopus 로고
    • 3): δ 1.04 (dd, J = 8.1, 3.3 Hz, 2H), 1.31-1.25 (m, 2H), 1.37 (s, 3H), 1.40-1.35 (m, 4H), 1.46 (s, 12H), 2.35 (dd, J = 15.6, 6.4 Hz, 1H), 2.43 (m, 1H), 2.54 (dd, J = 15.6, 6.7 Hz, 1H), 4.32-4.25 (m, 1H), 4.38-4.33 (m, 1H), 5.57 (dd, J = 16.3, 6.1 Hz, 1H), 6.55 [[Truncated]]


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.