Enantioselective addition of diethylzinc to aldehydes catalyzed by a new chiral β-amino alcohol derived from D-mannitol

被引：55

作者：

Cho, BT ^{[1
]}

Chun, YS ^{[1
]}

机构：

[1] Hallym Univ, Dept Chem, Chunchon 200702, South Korea

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(98)00143-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new chiral beta-dialkylamino alcohol 1 prepared from D-mannitol has been used as a highly effective chiral catalyst for the enantioselective addition of diethylzinc to unhindered aliphatic aldehydes to afford the product alcohols in up to 94% ee. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1489 / 1492

页数：4

共 25 条

[1] SYNTHETIC NUCLEOSIDES .55. FACILE DISPLACEMENT REACTIONS IN D-MANNITOL SERIES .2. SYNTHESIS OF SOME 3-AMINOHEXITOLS
BAKER, BR
HAINES, AH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (02) : 442 - &
[2] BELLICZEY J, 1997, TETRAHEDRON-ASYMMETR, V8, P1529
[3] CATALYZED ENANTIOSELECTIVE ALKYLATION OF ALDEHYDES
BOLM, C
SCHLINGLOFF, G
HARMS, K
[J]. CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (05): : 1191 - 1203
[4] CHO BT, 1994, TETRAHEDRON LETT, V35, P4115
[5] PREPARATION OF 1,2-ISOPROPYLIDENE-5-DEOXY-5-DIALKYLAMINO-ALPHA-D-XYLOFURANOSE DERIVATIVES AS CHIRAL CATALYSTS FOR ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES
CHO, BT
KIM, N
[J]. SYNTHETIC COMMUNICATIONS, 1995, 25 (02) : 167 - 175
[6] CHO BT, 1994, B KOR CHEM SOC, V15, P931
[7] Cho BT, 1996, B KOR CHEM SOC, V17, P1
[8] Catalytic enantioselective reactions .9. 1,2-O-isopropylidene-5-deoxy-5-N,N-dialkyl (or -N-monoalkyl)amino-alpha-D-xylofuranose derivatives as highly-effective chiral catalysts for enantioselective addition of diethylzinc to aliphatic and aromatic aldehydes
Cho, BT
Kim, N
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (24): : 2901 - 2907
[9] Catalytic enantioselective reactions .7. Synthesis of new beta-aminoalcohols derived from alpha-D-glucose as chiral catalysts for the catalytic enantioselective addition of diethylzinc to aldehydes
Cho, BT
Kim, N
[J]. SYNTHETIC COMMUNICATIONS, 1996, 26 (05) : 855 - 865
[10] Catalytic enantioselective reactions .8. Catalytic enantioselective addition of diethylzinc to aldehydes using (2S,3S)-(-)-1,4-diamino-2,3-butanediol derivatives as chiral catalysts
Cho, BT
Kim, N
[J]. SYNTHETIC COMMUNICATIONS, 1996, 26 (12) : 2273 - 2280

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