A New type of synthesis of (22R)-22,25-dihydroxycholesterol and its 22s isomer from pregnenolone by using furan derivatives is reported.
Alternative synthetic approaches to (±)-euryfuran via the furan ring transfer reaction
✍ Scribed by Yoskiyasu Baba; Toshihiro Sakamoto; Seizo Soejima; Ken Kanematsu
- Book ID
- 104203417
- Publisher
- Elsevier Science
- Year
- 1994
- Tongue
- French
- Weight
- 1010 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4020
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✦ Synopsis
Abstruct Two effective synthetic approaches to ( f )-euryfuran 1 are described. One synthetic mute makes use. of sequential fumn ring transfer reaction type I and type III as key steps followed by sigmatmpic. rearrangement, and another route proceeded through furan ring transfer reaction type I and annulation with ethyl vinyl ketone subsequently. 1.17 (3H, s), 1.16 (3H, s), 1.32 (3H, d, J=O.66 Hz), 1.75-2.27 (SH, m), 2.45-2.83 (4H, m), 7.10 (lH, t, J=1.65 Hz), 7.17 (lH, d, J=1.32 Hz); MS m/z 233 (M+H), 232 (M+), 231 (M-H); HRMS calcd for C15Hfl2 (M+) 232.1463, found 232.1468.
📜 SIMILAR VOLUMES
Polycyclic indolic compounds containing the [6,5,6,5,6] ring system were prepared via an intramolecular furan Diels-Alder reaction of a,b-unsaturated amides generated by the N-acylation of 1-(2-furyl)-b-tetrahydrocarbolines. This chemistry can provide access to D( 14)-noryohimban derivatives by expl
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