催化学报
催化學報
최화학보
CHINESE JOURNAL OF CATALYSIS
2011年
1期
80-85
,共6页
万博%邝福儿%王来来%徐立进%赵庆鲁%邢爱萍
萬博%鄺福兒%王來來%徐立進%趙慶魯%邢愛萍
만박%광복인%왕래래%서립진%조경로%형애평
不对称1,4-共轭加成%单齿亚磷酸酯配体%铜盐%环烯酮%金刚烷%氢八联萘酚单元
不對稱1,4-共軛加成%單齒亞燐痠酯配體%銅鹽%環烯酮%金剛烷%氫八聯萘酚單元
불대칭1,4-공액가성%단치아린산지배체%동염%배희동%금강완%경팔련내분단원
enantioselective 1,4-conjugate addition%phosphite ligand%copper salt%cyclic enone%adamantyl%H8-binaphtyl
以轴手性的BINOL/H8-BINOL(BINOL为联苯酚)和大位阻的金刚烷酰氯为原料,合成了系列新型手性单齿亚磷酸酯配体,并应用于Cu催化的二乙基锌对环烯酮的不对称1,4.共轭加成反应中.结果表明,配体结构中部分氢化的2,2'-(1,1'-联萘基)亚磷酸酯单元和金刚烷基团,有助于改善反应的对映选择性,对映选择性最高可达79%.
以軸手性的BINOL/H8-BINOL(BINOL為聯苯酚)和大位阻的金剛烷酰氯為原料,閤成瞭繫列新型手性單齒亞燐痠酯配體,併應用于Cu催化的二乙基鋅對環烯酮的不對稱1,4.共軛加成反應中.結果錶明,配體結構中部分氫化的2,2'-(1,1'-聯萘基)亞燐痠酯單元和金剛烷基糰,有助于改善反應的對映選擇性,對映選擇性最高可達79%.
이축수성적BINOL/H8-BINOL(BINOL위련분분)화대위조적금강완선록위원료,합성료계렬신형수성단치아린산지배체,병응용우Cu최화적이을기자대배희동적불대칭1,4.공액가성반응중.결과표명,배체결구중부분경화적2,2'-(1,1'-련내기)아린산지단원화금강완기단,유조우개선반응적대영선택성,대영선택성최고가체79%.
A series of new bulky monophosphite ligands were synthesized from axially chiral BINOL/H8-BINOL (BINOL:1-(2-hydroxynaphthalen-l-yl)naphthalen-2-ol) and highly sterically hindered adamantylcarbonyl chloride.The effectiveness of these ligands was evaluated by the Cu-catalyzed asymmetric 1,4-conjugate addition of diethylzinc to cyclic enones with enantioselectivities of up to 79% ee.The results showed that a ligand structure comprising a partially hydrogenated 2,2'-(l,]'-binaphthyl)phosphite scaffold and an adamantyl moiety was effective in improving the enantioselectivity.
