Highly Enantioselective Synthesis of β‐Amino Acid Derivatives by the Lewis Base Catalyzed Hydrosilylation of β‐Enamino Esters | Zendy

Zheng HongJie | Zendy; Chen WenBing | Zendy; Wu ZhiJun | Zendy; Deng JinGen | Zendy; Lin WenQing | Zendy; Yuan WeiCheng | Zendy; Zhang XiaoMei | Zendy

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Highly Enantioselective Synthesis of β‐Amino Acid Derivatives by the Lewis Base Catalyzed Hydrosilylation of β‐Enamino Esters

Author(s) -

Zheng HongJie,

Chen WenBing,

Wu ZhiJun,

Deng JinGen,

Lin WenQing,

Yuan WeiCheng,

Zhang XiaoMei

Publication year - 2008

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200801582

Subject(s) - hydrosilylation , enantioselective synthesis , substituent , trichlorosilane , aryl , chemistry , catalysis , lewis acids and bases , organic chemistry , alkyl , silicon

Aryl substituent makes it different : A new general enantioselective hydrosilylation of N ‐aryl β‐enamino esters with trichlorosilane has been developed (see scheme). The N ‐aryl substituent is crucial for the activity and enantioselectivity. In the presence of catalytic amount of readily accessible chiral N ‐picolinoylpyrrolidine derivatives, the reactions proceeded smoothly to provide various chiral β‐amino esters in good yields (≤97 %) and moderate to excellent enantioselectivities (≤96 % ee ).

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