DIASTEREOSELECTIVE ANTIALDOL REACTIONS OF CHIRAL ETHYL KETONES - ENANTIOSELECTIVE PROCESSES FOR THE SYNTHESIS OF POLYPROPIONATE NATURAL-PRODUCTS

DIASTEREOSELECTIVE ANTIALDOL REACTIONS OF CHIRAL ETHYL KETONES - ENANTIOSELECTIVE PROCESSES FOR THE SYNTHESIS OF POLYPROPIONATE NATURAL-PRODUCTS
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DOI:
10.1016/s0040-4020(01)88879-7
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发表时间:
1992-03-13
期刊:
影响因子:
2.1
通讯作者:
RIEGER, DL
RIEGER, DL
中科院分区:
化学3区
文献类型:
--
作者:
EVANS, DA;NG, HP;RIEGER, DL

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研究了β-酮酰亚胺3a、相应的乙基酮20 b及其非对映体22 b的非对映选择性反羟醛缩合反应。 在这些羟醛缩合反应中,发现手性乙基酮3a和20 b在衍生的(E)硼烯醇化物的类似反羟醛键结构中表现出相反的不对称诱导方向。 本研究的相关性,聚丙酸酯天然产物的合成进行了讨论。
The diastereoselective anti aldol reactions of the beta-keto imide 3a, the related ethyl ketone 20b, and its diastereomer 22b have been studied. In these aldol reactions, the chiral ethyl ketones 3a and 20b were found to exhibit the opposite sense of asymmetric induction in the analogous anti aldol bond constructions from the derived (E) boron enolates. The relevance of this study to the synthesis of polypropionate natural products is discussed.