ENANTIODIFFERENTIATING TRANSFORMATION OF PROCHIRAL 1,3,5-PENTANETRIOLS CONTROLLED BY INTRAMOLECULAR VANDERWAALS ATTRACTIONS

被引：21

作者：

HARADA, T

WADA, I

UCHIMURA, JJ

INOUE, A

TANAKA, S

OKU, A

机构：

[1] Department of Chemistry, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 09期

关键词：

D O I：

10.1016/S0040-4039(00)92049-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acetalization of prochiral 1,3,5-pentanetriol derivatives (5) with l-menthone proceeded enantioselectively (3.0-4.6:1) to give chiral spiroacetals (6) which can be utilized as versatile chiral building blocks.

引用

页码：1219 / 1222

页数：4

共 16 条

[1] THE IMPORTANCE OF VANDERWAALS ATTRACTIONS IN DETERMINING THE EQUILIBRIUM BETWEEN 1,4-DIALKYLCYCLOOCTATETRAENES AND 1,6-DIALKYLCYCLOOCTATETRAENES
ALLINGER, NL
FRIERSON, M
VANCATLEDGE, FA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (17) : 4592 - 4593
[2] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS
ALLINGER, NL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (25) : 8127 - 8134
[3] CRYSTAL AND MOLECULAR-STRUCTURE OF 2,4,6-TRIBROMO-1,3,5-TRINEOPENTYLBENZENE - INDICATIONS FOR ATTRACTIVE STERIC EFFECTS IN CRYSTAL
AURIVILLIUS, B
CARTER, RE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (10): : 1033 - 1037
[4] INTRAMOLECULAR VANDERWAALS ATTRACTION - CONFORMATIONAL-ANALYSIS OF DI(PRIMARY ALKYL) DERIVATIVES OF 5-MEMBERED AND 6-MEMBERED HETEROCYCLIC-SYSTEMS
BERG, U
PETTERSSON, I
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (23) : 5177 - 5184
[5] BARRIERS TO INTERNAL-ROTATION IN 1,3,5-TRINEOPENTYLBENZENES .8. MOLECULAR MECHANICS CALCULATIONS - THEORETICAL EVIDENCE FOR ATTRACTIVE STERIC EFFECTS
CARTER, RE
STILBS, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (24) : 7515 - 7521
[6] GABLER R, 1978, ELECTRICAL INTERACTI
[7] STEREOCHEMICAL CONTROL OF CONSECUTIVE STEREOGENIC CENTERS BY INTRAMOLECULAR HYDROBORATION OF DIALKENYL CARBINOL DERIVATIVES
HARADA, T
MATSUDA, Y
WADA, I
UCHIMURA, J
OKU, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (01) : 21 - 22
[8] RESOLUTION OF 1,3-ALKANEDIOLS VIA CHIRAL SPIROKETALS DERIVED FROM L-MENTHONE
HARADA, T
KUROKAWA, H
OKU, A
[J]. TETRAHEDRON LETTERS, 1987, 28 (41) : 4843 - 4846
[9] ENANTIODIFFERENTIATING FUNCTIONALIZATION OF MESO-1,3-DIOLS VIA SPIROACETALS DERIVED FROM L-MENTHONE
HARADA, T
SAKAMOTO, K
IKEMURA, Y
OKU, A
[J]. TETRAHEDRON LETTERS, 1988, 29 (25) : 3097 - 3100
[10] STEREOSELECTIVE SYNTHESES OF BUILDING-BLOCKS WITH 3 CONSECUTIVE STEREOGENIC CENTERS - IMPORTANT PRECURSORS OF POLYKETIDE NATURAL-PRODUCTS
HOFFMANN, RW
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1987, 26 (06): : 489 - 503

← 1 2 →