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Volumn 29, Issue 48, 1988, Pages 6331-6334

Stereoselective synthesis of the hydroxy amino acid moiety of Al-77-B, a gastroprotective substance from Bacillus pumilus Al-77

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000975602 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)82339-4 Document Type: Article

Times cited : (74)

References (15)

3
- 0008774446
- For a review, see
- (1988) Heterocycles , vol.27 , pp. 1035
- Shioiri¹ Hamada²

6
- 0006141543
- (1984) J. Am. Chem. Soc. , vol.106 , pp. 3866
- Evans¹ Morrissey²

7
- 0000492501
- Efficient Synthesis of (R)-(—)-g-Benzyloxymethyl-g-butyrolactone from (D)-(+)-Mannitol
- (1981) HETEROCYCLES , vol.16 , pp. 381
- Takano¹ Goto² Hirama³ Ogasawara⁴

8
- 0000003210
- Optisch aktive C5-Bausteine zur Synthese von nat�rlich vorkommenden Terpenen
- (1983) Helvetica Chimica Acta , vol.66 , pp. 814
- Dumont¹ Pfander²

9
- 84918140643
- A small amount (2%) of 3-tert-butoxycarbonylamino-4-hydroxy-2-pyrone, mp 112–115°c, was also formed. When 10% hydrogen chloride in methanol was used in place of methanesulfonic acid, the yield of 7 was decreased to 46% while that of the α-pyrone derivative was increased to 29%.

10
- 84918140642
- 3 in ethyl acetate (17.5 mol%, 95 atm, room temp.) afforded the corresponding D-lyxo-lactone as the major product (D-lyxo/D-ribo=30:1).

12
- 84918140641
- Prepared from methoxymethyltriphenylphosphonium chloride with potassium tert-butoxide in glyme-toluene at −15°C under argon.

13
- 37049099292
- Perkin Trans I
- (1984) J. Chem. Soc. , pp. 1069
- Ansell¹ Caton² Stuttle³

14
- 84918140640
- The compounds 6b-13 were obtained as colorless or pale yellow oils.

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