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2005
Benzopyran derivatives
R 0350
Efficient Intramolecular Diels—Alder Reactions of Ester-Tethered 1,7,9-DecatriCatalyzed by Bis-Aluminated Trifluoromethanesulfonamide. — In most
12- 142 enoates
cases high stereoselectivity is observed. However, introduction of an α-alkyl group to
the ester moiety remarkably decreases the stereoselectivity. In contrast to 1,7,9-decatrienoates, 1,6,8-nonatrienoates do not undergo cyclization. The desired oxabicyclo[4.3.0]nonenes are available by ring contraction of 6-membered lactone analogues.
— (SAITO, A.; YANAI, H.; TAGUCHI*, T.; Tetrahedron 60 (2004) 52,
12239-12247; Sch. Pharm., Univ. Pharm. Life Sci., Hachioji, Tokyo 192, Japan;
Eng.) — Jannicke
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