Efficient Synthesis of trans -Fused Polycyclic Ethers Including Tetrahydropyrans and Oxepanes Based on SmI 2 -Induced Reductive Cyclization
โ Scribed by Hori, Nobuyuki; Matsukura, Hiroko; Nakata, Tadashi
- Book ID
- 127352564
- Publisher
- American Chemical Society
- Year
- 1999
- Tongue
- English
- Weight
- 48 KB
- Volume
- 1
- Category
- Article
- ISSN
- 1523-7060
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๐ SIMILAR VOLUMES
An efficient convergent strategy for the construction of a trans-fused 6-6-6-6-membered tetracyclic ether ring system was developed. The key steps involve coupling of two cyclic ethers by esterification, SmI 2 -promoted intramolecular reductive cyclization of iodo ester to hemiacetal, dehydration to
The SmI 2 -induced reductive intramolecular cyclization of an aldehyde and b-alkoxy acrylate was further investigated for the synthesis of polycyclic ethers having an angular methyl group. The cyclization produced 6,6-and 6,7-membered bicyclic ethers having a methyl group at C2 or C6 and C2 or C7 po
A highly efficient strategy for the iterative synthesis of a trans-fused polytetrahydropyran ring system was developed. The new iterative method involves SmI2-induced reductive intramolecular cyclization of an aldehyde and a [~-alkoxy acrylate as the key step, producing a 2,3-trans-tetrahydropyran r