HINDERED ORGANOBORANES IN ORGANIC CHEMISTRY .26. SYNTHESIS AND PROPERTIES OF 2,4,6-TRIMETHYLPHENYLBORANE (MESITYLBORANE), A STABLE ALTERNATIVE TO THEXYLBORANE

被引：42

作者：

SMITH, K

PELTER, A

JIN, Z

机构：

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

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 08期

关键词：

D O I：

10.1002/anie.199408511

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Four advantageous properties characterize mesitylborane MesBH2 as a reagent: (1) It is readily accessible and quite stable. (2) It can be treated with two different 1‐alkenes in a stepwise fashion (→ MesBR1R2). (3) The regioselectivity of each individual step is > 99%. (4) The products MesBR1R2 can be readily transformed via MeOBR1R2 or directly to BR1R2R3. MesBR2 and BR1R2R3 are important precursors for the synthesis of ketones R1R2CO and tertiary alcohols R1R2R3COH, respectively, by the cyanoborate process. Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：851 / 853

页数：3

共 30 条

[1] 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
[2] 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
[3] TRIAZINES AND RELATED PRODUCTS .26. SYNTHESIS AND CHEMISTRY OF BICYCLIC ANALOGS OF THE ANTITUMOUR DRUG 2,4,6-TRIS(DIMETHYLAMINO)-1,3,5-TRIAZINE (HEXAMETHYLMELAMINE)
LANGDON, SP
SIMMONDS, RJ
STEVENS, MFG
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (05): : 993 - 998
[4] HINDERED ORGANOBORON GROUPS IN ORGANIC-CHEMISTRY .22. SOME INTERESTING PROPERTIES OF 2,4,6-TRIISOPROPYLPHENYLBORANE (TRIPYLBORANE, TRIPBH2), A NEW USEFUL MONOARYLBORANE
SMITH, K
PELTER, A
JIN, Z
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (04): : 395 - 396
[5] PHOSPHORUS PENTOXIDE IN ORGANIC-SYNTHESIS .26. PREPARATION AND ALKYLATION OF FURO[2,3-D]PYRIMIDIN-4-AMINES
JOHANNSEN, F
JORGENSEN, A
ELBAYOUKI, KAM
PEDERSEN, EB
CHEMICA SCRIPTA, 1986, 26 (02): : 337 - 342
[6] UTILIZATION OF SUGARS IN ORGANIC-SYNTHESIS .26. CHEMISTRY OF OXO-SUGARS .1. REARRANGEMENT OF 2-OXOGLYCOSIDES IN PYRIDINE - EVIDENCE OF INTRAMOLECULAR HYDRIDE SHIFT
TSUDA, Y
LIU, HM
CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (07) : 1975 - 1977
[7] NITRILE CYCLIZATION .26. SYNTHESIS, STRUCTURE AND PROPERTIES OF 2-AMINO-4-METHYLTHIO-5-CYANO-6(1H)-PYRIMIDINETHIONE
SHARANIN, YA
SHESTOPALOV, AM
NESTEROV, VN
LITVINOV, VP
MORTIKOV, VY
PROMONENKOV, VK
SHKLOVER, BE
STRUCHKOV, YT
KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1987, (10): : 1377 - 1384
[8] PENTADIENYL-METAL PHOSPHINE CHEMISTRY .26. PHOSPHAPENTADIENYL-IRIDIUM-PHOSPHINE CHEMISTRY - SYNTHESIS, STRUCTURE, AND SPECTROSCOPY OF (MU-ETA-1-PHOSPHAPENTADIENYL)2IR2(PET3)4
BLEEKE, JR
ROHDE, AM
ROBINSON, KD
ORGANOMETALLICS, 1994, 13 (02) : 401 - 403
[9] HINDERED ORGANOBORON GROUPS IN ORGANIC-CHEMISTRY .27. PREPARATIONS AND SOME PROPERTIES OF ALKYLBIS(2,6-DIMETHYL-4-METHOXYPHENYL)BORANES ((DMP)(2)BR)
PELTER, A
DRAKE, R
TETRAHEDRON, 1994, 50 (48) : 13775 - 13800
[10] Synthesis and properties of the first stable neutral germaaromatic compound, 2-{2,4,6-tris[bis-(trimethylsilyl)methyl]phenyl}-2-germanaphthalene
Nakata, N
Takeda, N
Tokitoh, N
ORGANOMETALLICS, 2003, 22 (03) : 481 - 489

← 1 2 3 →