Catalytic Enantioselective Synthesis of 2,5-Dihydrooxepines.

Shim, Su Yong; Cho, Soo Min; Venkateswarlu, Anipireddy; Ryu, Do Hyun

Shim, Su Yong; Cho, Soo Min; Venkateswarlu, Anipireddy; Ryu, Do Hyun.

Afiliación

Shim SY; Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea.
Cho SM; Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea.
Venkateswarlu A; Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea.
Ryu DH; Department of Chemistry, Sungkyunkwan University, Suwon, 440-746, Korea.

Angew Chem Int Ed Engl ; 56(30): 8663-8666, 2017 07 17.

Article en En | MEDLINE | ID: mdl-28418120

ABSTRACT

ABSTRACT

A Michael addition initiated cyclopropanation/retro-Claisen rearrangement tandem reaction was developed for the enantioselective synthesis of highly functionalized 2,5-dihydrooxepines. In the presence of a chiral oxazaborolidinium ion (COBI) catalyst, the reaction proceeds to give good yields and high enantioselectivity.

Palabras clave

Lewis acids; enantioselectivity; heterocycles; hydrooxepines; rearrangement reactions

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