Tetrahedron Letters p. 3201 - 3204 (1981)
Update date:2022-08-24
Topics:
Shinkai, Seiji
Kuroda, Hideo
Kusano, Yumiko
Manabe, Osamu
1,8-Naphthalenedisulfonate was reductively desulfonated by N-benzyl-1,4-dihydronicotinamide, whereas no desulfonation was observed for the 1,6-isomer.The high reactivity of the 1,8-isomer is attributed to the steric-strain that enforces the shift of the initial state with the sp2-carbon close to the transition state with the sp3-carbon.
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(1978)
