CHEMISTRY OF ETHANEDIYL S,S-ACETALS .9. ASYMMETRIC-SYNTHESIS OF CHIRAL CIS ALLYLIC ALCOHOLS

被引：2

作者：

CAPUTO, R ^{[1
]}

FERRERI, C ^{[1
]}

PALUMBO, G ^{[1
]}

PEDATELLA, S ^{[1
]}

机构：

[1] UNIV NAPLES,DIPARTIMENTO CHIM ORGAN & BIOL,I-80134 NAPLES,ITALY

来源：

SYNTHETIC COMMUNICATIONS | 1995年 / 25卷 / 10期

关键词：

D O I：

10.1080/00397919508011763

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(2Z,1S)-1,3-diphenyl-2-propenol (3) is obtained from the chiral 5,6-dihydro-1,4-dithiin Ib in two steps and 60% enantiomeric excess. Combining our previously reported stereoselective double bond formation and this 1,4 asymmetric induction introduces a new route to chiral allylic alcohols with cis geometry from simple aldehydes and methyl ketones.

引用

页码：1517 / 1522

页数：6

共 9 条

[1] CYCLOADDITIONS OF CHIRAL NITRONES
BELZECKI, C
PANFIL, I
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (09) : 303 - 304
[2] CYCLO-ADDITION OF CHIRAL NITRONES - ASYMMETRIC SYNTHESIS OF ISOXAZOLIDINES
BELZECKI, C
PANFIL, I
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (08) : 1212 - 1218
[3] CAPUTO R, 1991, SYNTHESIS-STUTTGART, P223
[4] CAPUTO R, 1987, SYNTHESIS-STUTTGART, P386
[5] CHEMISTRY OF ETHANEDIYL S,S-ACETALS .7. A STEREOSELECTIVE SYNTHESIS OF ALLYLIC ALCOHOLS WITH CIS-CONFIGURATED DOUBLE-BOND
CAPUTO, R
FERRERI, C
LONGOBARDO, L
MASTROIANNI, D
PALUMBO, G
PEDATELLA, S
[J]. SYNTHETIC COMMUNICATIONS, 1994, 24 (09) : 1223 - 1229
[6] CAPUTO R, 1994, IN PRESS TETRAHEDRON
[7] COREY EJ, 1962, J AM CHEM SOC, V84, P2941
[8] FERRERI C, 1991, COMPREHENSIVE ORGANI, V1, P153
[9] 1,3-ANTI-ASYMMETRIC INDUCTION IN ADDITION OF ORGANOTITANIUM REAGENTS TO BETA-SUBSTITUTED ALDEHYDES WITH A DITHIOACETAL GROUP
HONDA, Y
TUCHIHASHI, G
[J]. CHEMISTRY LETTERS, 1988, (11) : 1937 - 1938

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