Enantioselective Synthesis of Homoallylamines by Nucleophilic Addition of Chirally Modified Allylboron Reagents to Imines | Zendy

Itsuno Shinichi | Zendy; Watanabe Katsuhiro | Zendy; Ito Koichi | Zendy; ElShehawy Ashraf A. | Zendy; Sarhan Ali A. | Zendy

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Enantioselective Synthesis of Homoallylamines by Nucleophilic Addition of Chirally Modified Allylboron Reagents to Imines

Author(s) -

Itsuno Shinichi,

Watanabe Katsuhiro,

Ito Koichi,

ElShehawy Ashraf A.,

Sarhan Ali A.

Publication year - 1997

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.199701091

Subject(s) - enantioselective synthesis , reagent , nucleophile , chemistry , tosyl , combinatorial chemistry , ligand (biochemistry) , organic chemistry , nucleophilic addition , catalysis , receptor , biochemistry

N‐silylated imines are well‐suited for reaction with chirally modified allylboron reagents to give enantiomerically enriched primary homoallylamines in high yields [Eq. (a)]. The chiral ligand, here N ‐tosyl‐(–)‐norephedrin, can be recovered after the reaction and used again to generate the chiral allylboron reagent. Ts = p ‐toluenesulfonyl.

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