ASYMMETRIC REDUCTIONS OF KETONES USING LITHIUM ALUMINUM-HYDRIDE MODIFIED WITH N,N-DIALKYL DERIVATIVES OF (R)-(-)-2-AMINOBUTAN-1-OL

被引：38

作者：

BROWN, E

PENFORNIS, A

BAYMA, J

TOUET, J

机构：

[1] Laboratoire de Synthèse Organique (URA 482), Faculté des Sciences, 72017 Le Mans, Avenue Olivier Messiaen

来源：

TETRAHEDRON-ASYMMETRY | 1991年 / 2卷 / 05期

关键词：

D O I：

10.1016/S0957-4166(00)82113-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

LiAlH4 previously treated with 2 equivalents of (R)-(-)-2-(2-iso-indolinyl) butan-1-ol (a readily available reagent) reduced 2-chloro and 2,4-dimethyl benzophenones into the corresponding benzhydrols with 100% enantiomeric excess. Other examples of ketone reductions are given.

引用

页码：339 / 342

页数：4

共 8 条

[1] RECENT ADVANCES IN ASYMMETRIC-SYNTHESIS .2.
APSIMON, JW
COLLIER, TL
[J]. TETRAHEDRON, 1986, 42 (19) : 5157 - 5254
[2] SELECTIVE REDUCTIONS .40. A CRITICAL-EXAMINATION OF THE RELATIVE EFFECTIVENESS OF VARIOUS REDUCING AGENTS FOR THE ASYMMETRIC REDUCTION OF DIFFERENT CLASSES OF KETONES
BROWN, HC
PARK, WS
CHO, BT
RAMACHANDRAN, PV
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (24) : 5406 - 5412
[3] THE PREPARATION AND ABSOLUTE-CONFIGURATION OF THE OPTICALLY-ACTIVE FORMS OF THE DIASTEREOISOMERS OF 2-(1-PHENYLETHYL)AMINO-1-PHENYLETHANOL AND THEIR USE AS CHIRAL AUXILIARIES IN THE ASYMMETRIC REDUCTION OF ACETOPHENONE WITH MODIFIED LITHIUM ALUMINUM HYDRIDES
GARRY, SW
NEILSON, DG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (03): : 601 - 605
[4] GRANDBOIS ER, 1983, ASYMMETRIC SYNTHESIS, V2, P71
[5] ASYMMETRIC-SYNTHESIS USING CHIRALLY MODIFIED BOROHYDRIDES .1. ENANTIOSELECTIVE REDUCTION OF AROMATIC KETONES WITH THE REAGENT PREPARED FROM BORANE AND (S)-VALINOL
ITSUNO, S
HIRAO, A
NAKAHAMA, S
YAMAZAKI, N
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1983, (08): : 1673 - 1676
[6] NEWMAN P, 1981, OPTICAL RESOLUTION P, V1, P36
[7] RUAULT T, UNPUB
[8] WANG JT, 1989, SYNTHESIS-STUTTGART, P291

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