Helvetica Chimica Acta p. 1085 - 1094 (1992)
Update date:2022-08-04
Topics:
Claret, Francois
Razaname, Alain
Vogel, Pierre
Strong dienophiles prefer to add onto the diene moiety attached at C(2), C(3) of 2,3,6,7-tetramethylidenebicyclo<3.2.1>octane ((+/-)-1; see Scheme I), whereas in the case of 3,4,6,7-tetramethylidenebicyclo<3.2.1>octane-2-exo,8-syn-diyl derivatives, the diene moiety at C(6), C(7) reacts faster than at C(3), C(4), as long the bulk of the 8-syn-substituent is large enough (see Schemes 2 and 3).
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