The oxazaborolidine-borane reduction of ketones: Identification and reactivity of transient intermediates

被引：34

作者：

Douglas, AW

Tschaen, DM

Reamer, RA

Shi, YJ

机构：

[1] Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 05期

关键词：

D O I：

10.1016/0957-4166(96)00147-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An investigation of the reaction pathway for oxazaborolidine-borane reduction of ketones has revealed a transient intermediate which can competitively reduce ketones. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：1303 / 1308

页数：6

共 23 条

[11] KERNRESONANZSPEKTROSKOPISCHE UNTERSUCHUNGEN AN BOR-VERBINDUNGEN .2. MONOMEREN-DIMEREN-GLEICHGEWICHTE BEI AMINOBORANEN
NOTH, H
VAHRENKA.H
[J]. CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (10): : 3353 - &
[12] NOTH H, 1978, NUCLEAR MAGNETIC RES, V14
[13] ATTACHED PROTON TEST FOR C-13 NMR
PATT, SL
SHOOLERY, JN
[J]. JOURNAL OF MAGNETIC RESONANCE, 1982, 46 (03) : 535 - 539
[14] PROTON-POLARIZATION TRANSFER ENHANCEMENT OF A HETERONUCLEAR SPIN MULTIPLET WITH PRESERVATION OF PHASE COHERENCY AND RELATIVE COMPONENT INTENSITIES
PEGG, DT
DODDRELL, DM
BENDALL, MR
[J]. JOURNAL OF CHEMICAL PHYSICS, 1982, 77 (06) : 2745 - 2752
[15] DIPHENYLOXAZABOROLIDINE - A NEW CATALYST FOR ENANTIOSELECTIVE REDUCTION OF KETONES
QUALLICH, GJ
WOODALL, TM
[J]. TETRAHEDRON LETTERS, 1993, 34 (26) : 4145 - 4148
[16] A COMBINED SYNTHETIC AND AB-INITIO STUDY OF CHIRAL OXAZABOROLIDINES STRUCTURE AND ENANTIOSELECTIVITY RELATIONSHIPS
QUALLICH, GJ
BLAKE, JF
WOODALL, TM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (19) : 8516 - 8525
[17] AN IMPROVED METHOD FOR CHIRAL OXAZABOROLIDINE-CATALYZED REDUCTION OF 4-CHROMANONE ANALOGS AND MK-0499
SHI, YJ
CAI, DW
DOLLING, UH
DOUGLAS, AW
TSCHAEN, DM
VERHOEVEN, TR
[J]. TETRAHEDRON LETTERS, 1994, 35 (35) : 6409 - 6412
[18] SINGH VK, 1992, SYNTHESIS-STUTTGART, P605
[19] OXAZABOROLIDINE CATALYZED BORANE REDUCTIONS OF KETONES - A SIGNIFICANT EFFECT OF TEMPERATURE ON SELECTIVITY
STONE, GB
[J]. TETRAHEDRON-ASYMMETRY, 1994, 5 (03) : 465 - 472
[20] BIOSYNTHETIC STUDIES WITH CARBON-13 - ASPERLIN
TANABE, M
HAMASAKI, T
THOMAS, D
JOHNSON, L
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (01) : 273 - +

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