北京大学学报(自然科学版)
北京大學學報(自然科學版)
북경대학학보(자연과학판)
ACTA SCIENTIARUM NATURALIUM UNIVERSITATIS PEKINENSIS
2003年
2期
277-280
,共4页
γ-丁内酯a-烷基化%缩合%Pd/C 次亚磷酸钠%催化转移氢化
γ-丁內酯a-烷基化%縮閤%Pd/C 次亞燐痠鈉%催化轉移氫化
γ-정내지a-완기화%축합%Pd/C 차아린산납%최화전이경화
α-alkylation of γ-butyrolactone%condensation%Pd/C-sodium hypophos phite%catalytic transfer hydrogenation
采用两步简单反应,顺利地得到α-取代的γ-首先,在醇钠存在下,严格控制反应温度为0~10 ℃,以内酯与芳香醛类化合物,选择性地缩合为α-烯基内酯(1a~1i)产率40%~99%,进而采用催化转移氢化的方法, 在Pd/C存在下,用NaH2PO2氢化还原上述缩合中间物,使有效地转化为a-烷基化γ-丁内酯,产率55%~99%(2a~2e).该方法能有效地得到目标化合物,具有方法简单易行,操作方便,反应条件温和,试剂价廉和产率相对较高的特点.
採用兩步簡單反應,順利地得到α-取代的γ-首先,在醇鈉存在下,嚴格控製反應溫度為0~10 ℃,以內酯與芳香醛類化閤物,選擇性地縮閤為α-烯基內酯(1a~1i)產率40%~99%,進而採用催化轉移氫化的方法, 在Pd/C存在下,用NaH2PO2氫化還原上述縮閤中間物,使有效地轉化為a-烷基化γ-丁內酯,產率55%~99%(2a~2e).該方法能有效地得到目標化閤物,具有方法簡單易行,操作方便,反應條件溫和,試劑價廉和產率相對較高的特點.
채용량보간단반응,순리지득도α-취대적γ-수선,재순납존재하,엄격공제반응온도위0~10 ℃,이내지여방향철류화합물,선택성지축합위α-희기내지(1a~1i)산솔40%~99%,진이채용최화전이경화적방법, 재Pd/C존재하,용NaH2PO2경화환원상술축합중간물,사유효지전화위a-완기화γ-정내지,산솔55%~99%(2a~2e).해방법능유효지득도목표화합물,구유방법간단역행,조작방편,반응조건온화,시제개렴화산솔상대교고적특점.
The α-alkylation products of γ-butyrolactone can be gained via two simple and convenient steps:(E)-α-Alkenyl-γ-butyrolactone comp ounds were synthesized from condensation of corresponding aromatic aldehydes and γ-butyrolactone,using common base such as MeONa and EtONa.Then the (E) -α-Alkenyl-γ-butyrolactones were reduced to α-alkyl-γ-bu tyrolactones by using sodium hypophosphite with Pd/C catalyst,which is named to be reaction of catalytic transfer hydrogenation.