STEREOSPECIFIC REDUCTION OF MENTHYLOXYPHOSPHINE-BORANES WITH ONE-ELECTRON REDUCING AGENTS

被引：49

作者：

OSHIKI, T ^{[1
]}

HIKOSAKA, T ^{[1
]}

IMAMOTO, T ^{[1
]}

机构：

[1] CHIBA UNIV,FAC SCI,DEPT CHEM,CHIBA 260,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(00)92709-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The phosphorus-oxygen bond of diastereomerically pure methyloxyphosphine-boranes was reductively cleaved at -78-degrees-C by lithium naphthalenide or Li-NH3 in excellent yields with almost complete retention of configuration at phosphorus.

引用

页码：3371 / 3374

页数：4

共 12 条

[1] EDMUNDSON RS, 1979, COMPREHENSIVE ORGANI, V2, P1257
[2] PHOSPHORUS STEREOCHEMISTRY MECHANISTIC IMPLICATIONS OF THE OBSERVED STEREOCHEMISTRY OF BOND FORMING AND BREAKING PROCESSES AT PHOSPHORUS IN SOME 5-MEMBERED AND 6-MEMBERED CYCLIC PHOSPHORUS ESTERS
HALL, CR
INCH, TD
[J]. TETRAHEDRON, 1980, 36 (14) : 2059 - 2095
[3] ORGANO-PHOSPHORUS COMPOUNDS .92. STEREOCHEMISTRY AND CHEMICAL BEHAVIOR OF OPTICALLY-ACTIVE AMIDOPHOSPHONIUM SALTS AND OPTICALLY-ACTIVE PHOSPHINOUS ACID-AMIDES
HORNER, L
JORDAN, M
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1980, 8 (02): : 225 - 234
[4] SYNTHESIS AND REACTIONS OF PHOSPHINE BORANES - SYNTHESIS OF NEW BIDENTATE LIGANDS WITH HOMOCHIRAL PHOSPHINE CENTERS VIA OPTICALLY PURE PHOSPHINE BORANES
IMAMOTO, T
OSHIKI, T
ONOZAWA, T
KUSUMOTO, T
SATO, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (13) : 5244 - 5252
[5] LUCKENBACH R, 1973, DYNAMIC STEREOCHEMIS
[6] REACTIONS OF 1,2-OXAPHOSPHOLENES .4. RESPONSES TOWARD OXIDATIONS, CYCLO-ADDITIONS, AND CONJUGATE ADDITIONS
MACOMBER, RS
CONSTANTINIDES, I
GARRETT, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (24) : 4711 - 4716
[7] STEREOSELECTIVE DESELENIZATION OF TERT-BUTYLPHENYLPHOSPHINOSELENOIC ACIDS - STEREOCHEMICAL RELATIONSHIP BETWEEN TERT-BUTYLPHENYLPHOSPHINOSELENOIC ACIDS AND THEIR SULFUR ANALOGUES
MICHALSKI, J
SKRZYPZYNSKI, Z
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 97 (02) : C31 - C32
[8] REACTIONS OF 1,2-OXAPHOSPHOLENE-2-OXIDES .5. CONSEQUENCES OF REDUCTION
MUALLA, M
MACOMBER, RS
[J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 47 (1-2): : 15 - 20
[9] THE REACTIONS OF OPTICALLY PURE METHYLOXYMETHYLPHENYLPHOSPHINE-BORANE WITH ORGANOLITHIUM REAGENTS
OSHIKI, T
IMAMOTO, T
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (12) : 3719 - 3721
[10] STEREOSELECTIVE SYNTHESIS AND STEREOCHEMISTRY OF OPTICALLY-ACTIVE TERT-BUTYLPHENYLPHOSPHINE SULFIDE
SKRZYPCZYNSKI, Z
MICHALSKI, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) : 4549 - 4551

← 1 2 →