HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS .16. PREPARATION AND USE OF LITHIUM DITRIPYLETHYLHYDROBORATE FOR THE DIASTEREOSELECTIVE REDUCTION OF CYCLOHEXANONES

被引：10

作者：

SMITH, K

PELTER, A

NORBURY, A

机构：

[1] Department of Chemistry, University College of Swansea, Swansea, SA2 8PP, Singleton Park

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 43期

关键词：

D O I：

10.1016/0040-4039(91)80799-C

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparations of lithium and potassium ditripylethylhydroborates are outlined. The lithium salt reduces substituted cyclohexanones with diastereoselectivities comparable with the most selective reagents known, but with the advantages that low temperatures are not required and the corresponding borane is air stable and can be quantitatively recovered.

引用

页码：6243 / 6246

页数：4

共 12 条

[1] HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS .15. PREPARATION AND PROPERTIES OF DI(2,4,6-TRIISOPROPYLPHENYL)BORANE
PELTER, A
SMITH, K
BUSS, D
NORBURY, A
TETRAHEDRON LETTERS, 1991, 32 (43) : 6239 - 6242
[2] HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS .14. STEREOSELECTIVE SYNTHESIS OF ALKENES BY THE BORON-WITTIG REACTION USING ALIPHATIC-ALDEHYDES
PELTER, A
SMITH, K
ELGENDY, S
ROWLANDS, M
TETRAHEDRON LETTERS, 1989, 30 (41) : 5647 - 5650
[3] HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS - 17 [1] - SYNTHESIS OF 2,4,6-TRIISOPROPYLPHENYLBORANE (TRIPBH2)2, A USEFUL ALTERNATIVE TO THEXYLBORANE
PELTER, A
SMITH, K
BUSS, D
JIN, Z
HETEROATOM CHEMISTRY, 1992, 3 (03) : 275 - 277
[4] USE OF POLYMERS AS PROTECTING GROUPS IN ORGANIC-SYNTHESIS .7. PREPARATION OF MONOBENZOATES OF ACYCLIC TRIOLS
FRECHET, JMJ
SEYMOUR, E
ISRAEL JOURNAL OF CHEMISTRY, 1978, 17 (04) : 253 - 256
[5] HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS .13. THE DIRECT PRODUCTION OF KETONES FROM ALIPHATIC-ALDEHYDES BY A UNIQUE VARIANT OF THE BORON-WITTIG REACTION
PELTER, A
SMITH, K
ELGENDY, S
ROWLANDS, M
TETRAHEDRON LETTERS, 1989, 30 (41) : 5643 - 5646
[6] STUDIES OF THE USE OF ELEMENTO-ORGANIC COMPOUNDS OF THE 15TH AND 16TH GROUPS IN ORGANIC-SYNTHESIS .75. REDUCTION OF SOME ORGANIC-COMPOUNDS BY TERTIARY STIBINES
HUANG, YZ
CHEN, C
ZHU, FH
LIAO, Y
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 378 (02) : 147 - 151
[7] HINDERED ORGANOBORON GROUPS IN ORGANIC-SYNTHESIS .12. THE BIS[2,6-DIMETHYL-4-METHOXYPHENYL]BORON [(DMP)2B] GROUP, A NEW, READILY SOLVOLYZED CARBANION STABILIZING GROUP
PELTER, A
DRAKE, R
STEWART, MJ
TETRAHEDRON LETTERS, 1989, 30 (23) : 3085 - 3088
[8] PHOSPHORUS IN ORGANIC-SYNTHESIS .16. DIPHENYL PHOSPHORAZIDATE (DPPA) AND DIETHYL PHOSPHOROCYANIDATE (DEPC) - 2 NEW REAGENTS FOR PREPARATION OF THIOL ESTERS FROM CARBOXYLIC-ACIDS AND THIOLS
YOKOYAMA, Y
SHIOIRI, T
YAMADA, SI
CHEMICAL & PHARMACEUTICAL BULLETIN, 1977, 25 (09) : 2423 - 2429
[9] A FLUORINE-MEDIATED BORON REDUCING AGENT - SODIUM TRIS(PENTAFLUOROPHENOXY)BOROHYDRIDE - PREPARATION AND REACTION WITH SELECTED ORGANIC-COMPOUNDS CONTAINING REPRESENTATIVE FUNCTIONAL-GROUPS - FACILE DIASTEREOSELECTIVE REDUCTION OF SUBSTITUTED CYCLOHEXANONES
FULLER, JC
KARPINSKI, ML
WILLIAMSON, SM
SINGARAM, B
JOURNAL OF FLUORINE CHEMISTRY, 1994, 66 (02) : 123 - 128
[10] USE OF POLYMER SUPPORTS IN ORGANIC-SYNTHESIS .16. SOLID-PHASE SYNTHESIS OF MONO-ESTER MONO-AMIDES AND MONO-ESTER MONO-ALCOHOLS FROM SYMMETRICAL DIACID CHLORIDES
GOLDWASSER, JM
LEZNOFF, CC
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (11): : 1562 - 1568

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