2024-03-28T15:48:18Z
https://niigata-u.repo.nii.ac.jp/oai
oai:niigata-u.repo.nii.ac.jp:00002613
2022-12-15T03:35:49Z
176:488:489
453:454
A Facile and Stereoselective Synthetic Method for Allylic 1,3-Dienyl Ethers
A Facile and Stereoselective Synthetic Method for Allylic 1,3-Dienyl Ethers
Tayama, Eiji
Sugai, Sayaka
Hara, Masahiro
Allylic 1,3-dienyl ethers
1,4-Elimination
Wittig rearrangement
Claisen rearrangement
Cope rearrangement
The 1,4-elimination reaction of 1-allyloxy-4-methoxy-(2Z)-alkenes with n-butyllithium is shown to proceed in a marked preference to the [2,3] Wittig rearrangement to afford the allylic (1Z,3E)-dienyl ethers in high stereoselectivities. The synthetic utility of this method is demonstrated by the Claisen rearrangement of the dienyl ethers thus obtained.
Elsevier
2006-10
eng
journal article
http://hdl.handle.net/10191/27247
https://niigata-u.repo.nii.ac.jp/records/2613
info:doi/10.1016/j.tetlet.2006.08.100
AA00861801
00404039
Tetrahedron letters
Tetrahedron letters
47
43
7533
7535
https://niigata-u.repo.nii.ac.jp/record/2613/files/1529A.pdf
application/pdf
148.3 kB
2019-07-29