2024-03-28T14:34:47Z
https://niigata-u.repo.nii.ac.jp/oai
oai:niigata-u.repo.nii.ac.jp:00002234
2022-12-15T03:35:05Z
176:488:489
453:454
The Regio- and Stereoselective Ferrier Reaction of O-1,3-Dienyl Acetals Promoted by Organoaluminum Complexes
The Regio- and Stereoselective Ferrier Reaction of O-1,3-Dienyl Acetals Promoted by Organoaluminum Complexes
Tayama, Eiji
7581
Isaka, Wataru
7582
The Ferrier reaction of O-1,3-dienyl acetals promoted by organoaluminum complexes such as methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is shown to proceed with a high degree of regio- and stereoselectivity to afford the corresponding alpha-alkenyl-substituted beta-alkoxy aldehydes in good yields. The mechanistic origin of the high regiocontrolling ability of MAD is elucidated. This method, coupled with the easy availability of the requisite substrates, expands the synthetic scope of the Ferrier reaction.
journal article
American chemical society
2006-11
application/pdf
Organic Letters
24
8
5437
5439
Organic Letters
AA11347843
15237060
https://niigata-u.repo.nii.ac.jp/record/2234/files/8_24_5437-5439.pdf
eng
info:doi/10.1021/ol062042j