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β-Lactam 유도체의 N(1)-C(4) 위치에 한 개의 탄소를 도입한 입체 선택적 고리확장에 관한 연구
하진렬,오선주,김지아,신동수,안철진 昌原大學校 基礎科學硏究所 2003 基礎科學硏究所論文集 Vol.15 No.-
The base induced ring opening of β -1actam derivatives with LDA gave γ-lactam derivatives stereoselectively. The γ -1actam derivatives were formed stereoselectively depending on β-3 substituent of B-lactam derivatives.
락탐화합물의 고리 확장 연구 : 입체 선택성과 Mechanism에 관한 연구 Study of Stereoselectivity and Mechanism
하진렬,최경민,김지아,원태진,신동수,이민주,안철진 昌原大學校 基礎科學硏究所 2002 基礎科學硏究所論文集 Vol.14 No.-
The ring expansion chemistry is one of the most important methods to prepare five-and six-membered heterocylic compounds. We have studied about γ-lactam ring expansion with stereoselectivity from β-lactam derivative. To do this chemistry, proton of N-benzyl group in β-lactam derivatives is eliminated by LDA and make carbanion.This anion make unstable 4-membered lactam intermediate, and then the ring is opened by homo clevage or hetero cleavage for releasing ring strain, followed by recyclization to one carbon to make γ-lactam ring with stereoselectivity in β-, γ- positions.