The aryl ether system of the maduropeptin chromophore artifact I was constructed via an aldol type condensation (7+6, Schemes 1 and 2, 7+19, Scheme 4), but attempted synthesis and ring closure of aldehyde 25 (Scheme 4) to afford the enediyne core of 1 failed.
✦ LIBER ✦
Synthesis of the Bicyclic [7.3.0] Enediyne System of the Maduropeptin Chromophore: Remarkable Atropisomerism of Ansamacrolactam and Isomerization of the C4—C13 Double Bond.
✍ Scribed by Nobuki Kato; Satoshi Shimamura; Yoko Kikai; Masahiro Hirama
- Publisher
- John Wiley and Sons
- Year
- 2005
- Weight
- 12 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0931-7597
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## Abstract In view of the significance of steric compression in the base‐catalyzed intramolecular cyclization of polycyclic olefinic alcohols, the standard enthalpies of formation of __anti__^9,10^‐10 __endo__‐hydroxytricyclo [4.2.1.1^2,5^]deca‐3,7‐dien‐9‐one **(1)** and 9‐oxatetracyclo [5.4.0.0^3