Diastereoselective Spirocyclization of Imines of 2‐Substituted 1 H ‐Indole‐3‐ethylamines ( = Trypatamines): Variation of the electrophile and the substituent at C(2) and its influence on the steric outcome. 6th Communication on indoles, indolenines, and indolines | Zendy

Freund Ralf | Zendy; Martinović Suzanna | Zendy; Bernauer Karl | Zendy

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Diastereoselective Spirocyclization of Imines of 2‐Substituted 1 H ‐Indole‐3‐ethylamines ( = Trypatamines): Variation of the electrophile and the substituent at C(2) and its influence on the steric outcome. 6th Communication on indoles, indolenines, and indolines

Author(s) -

Freund Ralf,

Martinović Suzanna,

Bernauer Karl

Publication year - 1992

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19920750124

Subject(s) - chemistry , steric effects , substituent , electrophile , indole test , medicinal chemistry , stereochemistry , organic chemistry , catalysis

Tryptimines of type 7 form with various acyl halogenides EX preferentially tricycles of type 8 ( cf: Scheme 2 ). The homochiral imines 9 and 17 are transformed into (2′ R ,3 S )‐configurated products. The synthetic and mechanistic importance of these results is discussed.

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