| Abstract
| - Reaction of the [2-(1-cyclopentenyl)ethynyl]carbene tungsten compound 1a with secondaryallylamines RNHCH2CHCH2 (R = CH2CHCH2, CH2CH2CH3, PhCH2) (2a−c) andpyridine affords (C6a-allyltetrahydropentalen-1-ylidene)amines 3a−c in 72−77% yields.Compounds 3 result from a highly regio- and stereoselective N,C-allyl rearrangement of1-(allylamino)cyclopentadiene precursors 7, which are generated in a kinetically controlledprocess from compound 1a. The reaction has been successfully extended to the formation of(C7a-allylpentahydro-3aH-inden-1-ylidene)amines 8a−c from [2-(1-cyclohexenyl)ethynyl]carbene tungsten complex 1b and (C8a-allylhexahydro-3aH-azulenylidene)amines 12a,b from[2-(1-cycloheptenyl)ethynyl]carbene tungsten complex 1c.
- Reaction of the [2-(1-cyclopentenyl)ethynyl]carbene tungsten compound 1a with secondary allylamines RNHCH2CHCH22 and pyridine affords (C6a-allyltetrahydropentalen-1-ylidene)amines 3 in 72−77% yields. Compounds 3 result from a highly regio- and stereoselective N,C-allyl rearrangement of 1-(allylamino)cyclopentadiene precursors, which are generated in a kinetically controlled process from compound 1a. The reaction has been successfully extended to the formation of (C7a-allylpentahydro-3aH-inden-1-ylidene)amines from the [2-(1-cyclohexenyl)ethynyl]carbene tungsten complex and (C8a-allylhexahydro-3aH-azulenylidene)amines from the [2-(1-cycloheptenyl)ethynyl]carbene tungsten complex 1c.
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