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Tetrahedron Letters

Volumn 27, Issue 7, 1986, Pages 799-802

Total synthesis of the ionophore antibiotic X-206. Studies relevant to the stereoselective synthesis of the C(17)-C(26) synthon.

(2) Evans, David A a Bender, Steven L a

a HARVARD UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DRUG SYNTHESIS; NONBIOLOGICAL MODEL; NONHUMAN; PRELIMINARY COMMUNICATION; PRIORITY JOURNAL; THEORETICAL STUDY; X 206;

EID: 0022619194 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)84104-0 Document Type: Article

Times cited : (73)

References (15)

1
- 0003869642
- Polyether Antibiotics: Carboxylic Ionophores
- Marcel Dekker, New York
- (1982) Biology , vol.1
- Westley¹

2
- 0003869642
- Polyether Antibiotics: Carboxylic Ionophores
- Marcel Dekker, New York
- (1982) Chemistry , vol.2
- Westley¹

3
- 84918455840
- Isolation
- (1951) J. Am. Chem. Soc. , vol.73 , pp. 3295-3298
- Berger¹ Rachlin² Scott³ Sternbach⁴ Goldberg⁵

4
- 37049115479
- Structure, Chem. Comm
- (1975) J. Chem. Soc. , pp. 533
- Blount¹ Westley²

5
- 0012016624
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 2127-2129
- Evans¹ Bartroli² Shih³

6
- 49349137641
- (1977) Tetrahedron Lett. , pp. 4171-4174
- Basha¹ Lipton² Weinreb³

7
- 84953502363
- An Alternative Procedure for the Aluminum-Mediated Conversion of Esters to Amides
- (1982) Synthetic Communications , vol.12 , pp. 989-993
- Levin¹ Turos² Weinreb³

8
- 84918455839
- The aluminum amide reaction generally succeeds with β-hydroxy imides (i.e. aldol adducts) and with α-heteroatom substituted imides, but ordinarily with α-alkyl imides (i.e. alkylated imides such as 10) attack at the oxazolidinone carbonyl prevails.

9
- 27844466269
- (1981) Tetrahedron Lett. , vol.22 , pp. 3815-3818
- Nahm¹ Weinreb²

10
- 33845554892
- (1982) J. Am. Chem. Soc. , vol.104 , pp. 1737-1739
- Evans¹ Ennis² Mathre³

11
- 84918455838
- 1H NMR decoupling experiments at 500 MHz.

12
- 0006141543
- and references cited therein
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 3866
- Evans¹ Morrissey²

13
- 0000822659
- Hydroxyl directivity as a consequence of deprotonation has been documented.
- (1974) J. Am. Chem. Soc. , vol.96 , pp. 6232
- Thompson¹ McPherson²

14
- 0007291255
- 3) for relevant protons were as follows; vinyl protons, −.58 and −.42; C(22) proton, −.24; hydroxyl proton, +.37. These shifts are consistent with the proposed conformation according to the “carbonyl plane rule”, E.F. Mooney, Academic Press, New York
- (1969) Annual Review of NMR Spectroscopy , vol.2 , pp. 83-124
- Ronayne¹ Williams²

15
- 84918455837
- 3), the lactol exists in equilibrium with ca. 10% of the open-chain hydroxyl-ketone tautomer, through which the oxidation is presumed to proceed.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.