Titanated Methoxyallene as Novel Homoaldol Equivalent for Diastereoselective Additions to Chiral Amino Aldehydes | Zendy

Hormuth Stephan | Zendy; Reissig HansUlrich | Zendy; Dorsch Dieter | Zendy

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Titanated Methoxyallene as Novel Homoaldol Equivalent for Diastereoselective Additions to Chiral Amino Aldehydes

Author(s) -

Hormuth Stephan,

Reissig HansUlrich,

Dorsch Dieter

Publication year - 1993

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.199314491

Subject(s) - hydrolysis , selectivity , derivative (finance) , titanium , chemistry , block (permutation group theory) , aldehyde , organic chemistry , medicinal chemistry , catalysis , mathematics , combinatorics , financial economics , economics

The versatile building block, methoxyallene reveals another a new facet: The titanium derivative 1 derived from it reacts with aldehydes at the γ position. Thus the methoxyalkynes anti ‐3 arise with high anti ‐selectivity on reaction of 1 with α‐ N,N ‐dibenzylamino aldehydes 2 . These activated carboxylic acid derivatives can be transformed into the homostatine lactones anti ‐ 4 by hydrolysis. R CH 3 , CH 2 Ph, CH 2 CHMe 2 .

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