Synthesis of R-(-)-2-phenylpropanal:: a potentially new route towards chiral 2-phenylalkanals

被引：19

作者：

Botuha, C ^{[1
]}

Haddad, M ^{[1
]}

Larchevêque, M ^{[1
]}

机构：

[1] Ecole Natl Super Chim, CNRS, Organ Synth Lab, F-75231 Paris 05, France

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 11期

关键词：

D O I：

10.1016/S0957-4166(98)00160-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A facile two step synthesis of (R)-2-phenylpropanal in high enantiomeric excess is described, starting from commercial (S)-styrene oxide, involving as a key step a Dess-Martin oxidation. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1929 / 1931

页数：3

共 18 条

[1] Enzymatic hydrolysis of acylals. A promising route to chiral aldehydes
Angelis, YS
Smonou, I
[J]. TETRAHEDRON LETTERS, 1997, 38 (46) : 8109 - 8112
[2] Bartschat D, 1996, Z LEBENSM UNTERS FOR, V202, P266, DOI 10.1007/BF01206094
[3] COORDINATIVELY INDUCED 1,4-DIASTEREOSELECTION IN THE REACTION OF ACYCLIC ALPHA,BETA-ENONES WITH ORGANOCOPPER REAGENTS - A NEW TYPE OF ORGANOCOPPER REAGENT
COREY, EJ
HANNON, FJ
BOAZ, NW
[J]. TETRAHEDRON, 1989, 45 (02) : 545 - 555
[4] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES
DESS, DB
MARTIN, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) : 7277 - 7287
[5] FLATT SJ, 1979, SYNTHESIS-STUTTGART, P815
[6] PREPARATION AND USE OF TETRA-NORMAL-BUTYLAMMONIUM PER-RUTHENATE (TBAP REAGENT) AND TETRA-NORMAL-PROPYLAMMONIUM PER-RUTHENATE (TPAP REAGENT) AS NEW CATALYTIC OXIDANTS FOR ALCOHOLS
GRIFFITH, WP
LEY, SV
WHITCOMBE, GP
WHITE, AD
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (21) : 1625 - 1627
[7] HARMUTH C, 1992, TETRAHEDRON, V48, P10515
[8] KINETIC RESOLUTION OF RACEMIC ALDEHYDES BY ENANTIOSELECTIVE ALKYLATION
HAYASHI, M
MIWATA, H
OGUNI, N
[J]. CHEMISTRY LETTERS, 1989, (11) : 1969 - 1970
[9] SYNTHESIS OF NEW CHIRAL PHOSPHINEPHOSPHITES HAVING 2-DIPHENYLPHOSPHINOBIPHENYL-2'-YL BACKBONE AND THEIR USE IN RH(I)-CATALYZED ASYMMETRIC HYDROFORMYLATIONS
HIGASHIZIMA, T
SAKAI, N
NOZAKI, K
TAKAYA, H
[J]. TETRAHEDRON LETTERS, 1994, 35 (13) : 2023 - 2026
[10] A general approach towards 2-substituted 3-hydroxy propanoates; Application to the synthesis of methyl tropinate
Imogai, H
Larcheveque, M
[J]. TETRAHEDRON-ASYMMETRY, 1997, 8 (06) : 965 - 972

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