Iron‐Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4‐tetrahydroquinoline‐4,1′‐cyclohexane] System and a Novel Rearrangement to 2,3‐Dihydroindole Derivatives | Zendy

Knölker HansJoachim | Zendy; Boese Rolaid | Zendy; Hartmann Konrad | Zendy

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Iron‐Mediated Diastereoselective Spiroannelation to the Spiro[1,2,3,4‐tetrahydroquinoline‐4,1′‐cyclohexane] System and a Novel Rearrangement to 2,3‐Dihydroindole Derivatives

Author(s) -

Knölker HansJoachim,

Boese Rolaid,

Hartmann Konrad

Publication year - 1989

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.198916781

Subject(s) - cyclohexane , ring (chemistry) , derivative (finance) , component (thermodynamics) , aryl , chemistry , medicinal chemistry , unit (ring theory) , group (periodic table) , organic chemistry , mathematics , physics , thermodynamics , business , alkyl , mathematics education , finance

Attack anti to the Fe(CO) 3 group during spiroannelation (a) causes the aryl ring to be transformed into a cyclohexadiene unit. Demetallation of 1 gives either the free spiroheterocycle or a 2,3‐dihydroindole derivative. The spiroheterocyclic framework of 1 is an important component of several natural products.

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