SCOPUS 정보 검색 플랫폼

Volumn 35, Issue 52, 1994, Pages 9721-9724

Diastereoface selectivity in radical-mediated C-C bond formation of uridine 5′-monoselenoacetals

Author keywords

Cram's rule; diastereoselectivity; monoselenoacetal; radical reaction; uridine

Indexed keywords

URIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0028116334 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/0040-4039(94)88369-6 Document Type: Article

Times cited : (12)

References (16)

2
- 0001503332
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 2758-2759
- Hanessian¹ Kloss² Sugawara³

4
- 12044254102
- (1991) Acc. Chem. Res. , vol.24 , pp. 296-304
- Porter¹ Giese² Curran³

5
- 0002728135
- (1988) Tetrahedron Lett. , vol.29 , pp. 75-78
- Sugawara¹ Otter² Ueda³

6
- 0015452773
- An intramolecular aldol reaction of 5-hydroxy-2′,3′-O-isopropylideneuridine 5′-aldehyde has been reported and the sole formation of 2′,3′-O-isopropylidene-6,5′, S-cyclo-5-hydroxyuridine was explained in a similar manner based on Cram's rule
- (1972) J. Org. Chem. , vol.37 , pp. 3898-3901
- Rabi¹ Fox²

7
- 0027152152
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 2036-2038
- Myers¹ Gin² Rogers³

9
- 84912988336
- The atomic coordinates for 7 and 12 are availabe on request from the Cambridge Crystallographic Data Centre, University of Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, UK.

11
- 84913009531
- 3SnH in this reaction, the combined yield of cyclized products increased significantly (84.7%: A 78% and B 6.7% yields).

12
- 33947091734
- For a review concerning the gauche effect
- (1972) Acc. Chem. Res. , vol.5 , pp. 102-111
- Wolfe¹

13
- 0002623025
- Revised method for calculation of group electronegativities.
- (1982) Chemistry Letters , pp. 1003-1006
- Inamoto¹ Masuda²

14
- 84913006594
- Through the experiments listed in Table 1, it became apparent that the H-6 resonance of the (5′S)-isomers (12, 14, and 16) uniformly observed at a lower field (around δ 7.9 ppm) than that of the (5′R)-counterpart (13, 15, and 17, around δ 7.2 ppm).

15
- 0025073075
- The 5′-aldehyde was prepared by oxidation of 2′,3′-bis-O-TBDMS-uridine and, after purification by short-column chromatography, was directly used for the radical reaction (overall combined yield of the products: 38%). The oxidation was carried out according to the published procedure
- (1990) Nucleosides Nucleotides , vol.9 , pp. 533-546
- Camarasa¹ De² Pérez-Pérez³

16
- 0027318135
- (1993) Tetrahedron Lett. , vol.34 , pp. 3041-3042
- Huval¹ Singleton²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.