Enantioselective synthesis of eucomols using sharpless catalytic asymmetric dihydroxylation

被引：12

作者：

Jew, SS ^{[1
]}

Kim, HA ^{[1
]}

Kim, JH ^{[1
]}

Park, HG ^{[1
]}

机构：

[1] Seoul Natl Univ, Coll Pharm, Seoul 151742, South Korea

来源：

HETEROCYCLES | 1997年 / 46卷

关键词：

D O I：

10.3987/COM-97-S24

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel synthetic method was developed for eucomols, (S)-3-hydroxyomoisoflavanones. Addition of aryllithium to aldehyde ((S)-9) obtained by asymmetric dihydroxylation of 4, followed by the formation of cyclic ether, gave eucomols, (S)-3-hydroxyhomoisoflavanones (1a-e).

引用

页码：65 / 70

页数：6

共 21 条

[1] 3-BENZYL-4-CHROMANONES FROM MUSCARI-COMOSUM
ADINOLFI, M
BARONE, G
BELARDINI, M
LANZETTA, R
LAONIGRO, G
PARRILLI, M
[J]. PHYTOCHEMISTRY, 1984, 23 (09) : 2091 - 2093
[2] HOMOISOFLAVANONES FROM MUSCARI-COMOSUM BULBS
ADINOLFI, M
BARONE, G
BELARDINI, M
LANZETTA, R
LAONIGRO, G
PARRILLI, M
[J]. PHYTOCHEMISTRY, 1985, 24 (10) : 2423 - 2426
[3] 3 3-BENZYL-4-CHROMANONES FROM MUSCARI-COMOSUM
ADINOLFI, M
BARONE, G
LANZETTA, R
LAONIGRO, G
MANGONI, L
PARRILLI, M
[J]. PHYTOCHEMISTRY, 1985, 24 (03) : 624 - 626
[4] SYNTHESIS AND SWEET TASTE OF OPTICALLY-ACTIVE (-)-HEMATOXYLIN AND OF SOME (+/-)-HEMATOXYLIN DERIVATIVES
ARNOLDI, A
BASSOLI, A
BORGONOVO, G
MERLINI, L
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1995, (19): : 2447 - 2453
[5] Barone G., 1983, REND ACCAD SCI FIS, V50, P297
[6] BITLNER, 1975, CHEM IND, P281
[7] CAMARDA L, 1983, HETEROCYCLES, V20, P39
[8] A HIGHLY ENANTIOSELECTIVE SYNTHESIS OF (R)-5,7-O-DIMETHYLEUCOMOL AND (S)-5,7-O-DIMETHYLEUCOMOL
DAVIS, FA
CHEN, BC
[J]. TETRAHEDRON LETTERS, 1990, 31 (47) : 6823 - 6826
[9] DAVIS FA, 1993, J ORG CHEM, V58, P1851
[10] Heller W, 1981, FORTSCHR CHEM ORG NA, V4, P105

← 1 2 3 →